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Longboat Key, Florida
Unit #217 Sand Cay Beach Resort Gulf Front
Located in Longboat Key, Florida, United States. Unit #217 Sand Cay Beach Resort Gulf Front Second floor, The kitchen/living room was renovated / furnished in 2017. All new bathrooms and bedrooms renovated in 2012. Unit sleeps a max of 6 people: 1 king, 1 twins, 1 full.Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.When planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.Experience the ultimate beachfront boutique Florida paradise at our Resort.
Longboat Key, Florida
COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT
Located in Longboat Key, Florida, United States. COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT HOUSE HOLDS 8 GUESTS KITCHEN HAS UPDATED APPLIANCES FULLY EQUIPPED WITH UTENSILS DINING ROOM 4 BEDROOMS 3 BATHROOMS 2 WALK IN SHOWERS 1 WITH JETTED TUB ROKU TV WITH FREE NETFLIX KNOWN FOR WATER SPORTS, DAYTIME SUNSET CRUISES, BIKE RENTALS, KAYAKS AND MORE FAMOUS DRUM CIRCLE FOR OVER 30 YEARS ON SIESTA KEY BEACH NEW BACKYARD 2 BBQ 1 PROPANE OTHER CHARCOAL IS WITH ORIGINAL DESIGN OF PROPERTY SHOPS AND RESTAURANTS SHORT DRIVE PARK IS DOWN THE STREET FROM PROPERTY, WITHIN WALKING DISTANCE LIGHTED BACK YARD FOR NIGHTLY ENJOYMENT HARRY"S FINE DINING, GROCERY STORE AND DELI ON SAME BLOCK HAS BEEN THERE FOR 30 YEARS BEACH IS A NEIGHBORHOOD BEACH IS QUIET TO ENJOY AND RELAX ABOUT A HALF BLOCK AWAY SHORT WALK AMAZING GULF OF MEXICO VIEWS ON THE BEACH STREET IS VERY PEACEFUL AND QUITE FISHING FULLY PACKED FAMILY ENTERTAINMENT
Longboat Key, Florida
Fantastic Beach Condo
Located in Longboat Key, Florida, United States. Fantastic Beach Condo A one minute walk to the spectacular beach on the Gulf of Mexico, with sunshiny days and gorgeous sunsets! The complex offers a junior Olympic pool, hot tub, baby pool, direct beach access with chairs and umbrellas provided for you, tennis, pickle ball, ping pong, weight room, aerobic room and grills throughout the property. Seven minutes from fantastic dining and shopping and fun on St. Armands and fifteen minutes from downtown Sarasota.
Longboat Key, Florida
Spacious family home with pool and walk to beach
Located in Longboat Key, Florida, United States. Spacious family home with pool and walk to beach This home is called the Sea Lion Cottage offering the cozy charm of a beach cottage in a stylishly updated mid-century canal-side home . From the moment you drive down the street you will begin to relax. This quiet street is unique because it has homes on one side of the street and a mangrove preserve on the other side providing privacy. A canal out back complete with sailboat depth water and a dock to sit and watch the fish jump = perfect vacation! Add in a short walk to the beach (5-7 minutes) to watch the beautiful sunsets and a clear blue swimming pool covered with a screened lanai and you won't want to leave. An outdoor shower, spacious outdoor seating areas with gas grill complete this beach home. Linens and all utensils and appliances are provided. You will feel like you are home from the minute you open the front door. The home opens onto the living room with a fireplace and flat screen tv. Beyond that you can open the s
Longboat Key, Florida
1st Floor Updated, Beach Castle Resort, Walk to Beach/Bay
Located in Longboat Key, Florida, United States. 1st Floor Updated, Beach Castle Resort, Walk to Beach/Bay Beach Castle Resort is a charming and cozy beach complex on Longboat Key with a variety of great amenities and one of the few that allows 2 night stays!2 minute walk to the private beach access with chairs, umbrellas, gas grill and outdoor shower.Nicely updated, ground floor condo that comfortably sleeps 8.Escape to paradise at our Longboat Key vacation home in Beach Castle Resort. This coastal haven offers a blend of modern elegance and tropical charm, ensuring your stay is a comfortable and stylish experience. With soothing hues of blues, creams, and whites, the decor evokes the serenity of the beach, while the lush tropical accents transport you to an island oasis.As you step into this luxurious vacation rental, you'll find an inviting open living and dining space that's perfect for relaxation and entertaining. The living room is adorned with coastal-inspired furnishings, including a queen sleeper sofa, a flat-screen TV, and
Longboat Key, Florida
Beachcomber unit 501
Located in Longboat Key, Florida, United States. Beachcomber unit 501 Our building is located on the beach, this unit has an ISLAND view. Relax and Enjoy the Beach, Pool & Longboat Key! New Kitchen! Shopping Nearby! Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay. Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance. About the Property One Bedroom Condo with Heated Pool and Building Located on the Beach in LBK! The Beachcomber building and heated pool are located directly on the beach! Suite 501 has an island view of Longboat Key with a partial view of Sarasota Bay from the 5th floor. This condo does have a new full kitchen with maple cabinets and quartz counter top. Bedroom features a pillow top mattress for your comfort and also full bath. 50 inch HDTV in the living room with sofa, love seat
Longboat Key, Florida
Tropical escape on the bay in LBK!
Located in Longboat Key, Florida, United States. Tropical escape on the bay in LBK! Our beautifully renovated bayside condo is a spacious, bright and sunny unit in a fabulous location on the island that is convenient to Sarasota/St. Armand’s Circle and Anna Maria Island/Bradenton alike! The condo has an open floor plan with a beautiful glass-enclosed sun room and walk-out patio, two large and cozy bedrooms, an office/3rd bedroom, and a stunning and fully-updated modern kitchen! Open concept living room with oversize couches, Netflix and cable, great for relaxing after a hot day on the beach or entertaining friends and family. * Sunny, bright and serene master bedroom has a king-size bed, built-in shelving and drawers, TV, large closet, en-suite bathroom with walk-in tiled shower, granite counter-tops, separate sink and vanity area, and tons of extra closets and storage space. * Second bedroom has two double beds (sleeps 4), TV and PS2, large walk-in closet with shelves. * Second bathroom has a full shower and bath tub, and large gra
Longboat Key, Florida
248 STUDIO - Diplomat Beach Resort
Located in Longboat Key, Florida, United States. 248 STUDIO - Diplomat Beach Resort Welcome to Unit 248 where your stay is sure to be relaxing and comfortable ! This second floor studio has been remodeled and features new windows throughout the unit, new furniture, a flat screen TV, newer kitchen and bathroom cabinetry, hard surface countertops, smooth top range and a built in microwave. Both tile and carpeted floors finish the look.Enhancing a relaxed stay, is how tastefully decorated this unit is with beach décor and a neutral color scheme. The unit is fully equipped and has storage options to ensure you feel right at home. Right outside your front door is a balcony which overlooks the gulf where you can enjoy a beautiful sunrise, sunsets and nature at its best. A perfect spot to wake up and welcome a new day with a spectacular view! You are steps from the beach and just a short drive to excellent restaurants, shopping and numerous entertainment options. * Rates are for 1 to 2 persons, maximum occupancy is 2, additional gues
Longboat Key, Florida
Cedars East #509 Townhouse by RVA
Located in Longboat Key, Florida, United States. Cedars East #509 Townhouse by RVA RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood at Cedars Tennis Resort – a junior Olympic swimming pool, a fitness center, fishing pier, bicycle availability and world-class tennis facilities are just some of the amenities you can enjoy while staying at this resort.Accommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).Dining: Cedars Tennis Resort is centrally located with an onsite,
Longboat Key, Florida
Spacious and Bright Townhome on beautiful Longboat Key
Located in Longboat Key, Florida, United States. Spacious and Bright Townhome on beautiful Longboat Key Welcome to Longboat Key - paradise awaits! Large newly renovated, spacious and bright 2 bed/2.5 bath 3 story townhome with picturesque sunset views and privacy. Located in the Cedars East Tennis Resort Community, complete with a heated Olympic sized pool. Renters have access to clay tennis courts, pickle ball courts and fitness center. Short walk to Longboat Key's famous white sand beaches, Harry's Restaurant, Joan Durante Nature Trail, Lazy Lobster and Blue Dolphin Breakfast Place. Short drive to world famous shopping and restaurants in St. Armand's Circle as well as world famous IMG Academy.
Longboat Key, Florida
Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4
Located in Longboat Key, Florida, United States. Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4 This 1st floor, 1 bedroom/1 bathroom beautifully and newly decorated condo is located directly across the street (beach access) from the Gulf of Mexico and it's beautiful beaches. A 2-3 minute walk and your toes are touching the sand! The condo sleeps 4; queen size bed in the master bedroom and a comfy pull out couch in the living room.The NEWLY updated kitchen (new countertops and backsplash) includes everything you need to make a full meal and the kitchen table seats 4. The bathroom has also been updated to a walk in shower. A grill is located on site for resident use. Plenty of sheets, towels and linens available at the condo.There are plenty of chairs, beach umbrellas and a beach cart - anything you would need for a day at the beach!Wifi included, TVs in the living room and master bedroom, laundry on site. There is no pool on site. The condo is located 15 minutes from St Armand's Circle and within walking distance of a
Longboat Key, Florida
Wonderful beach condo, heated pool, peaceful location
Located in Longboat Key, Florida, United States. Wonderful beach condo, heated pool, peaceful location This large and airy 2 bedroom condo is right on the beach. It is a corner unit on the ground floor and it is very private and peaceful. No stairs - just step right outside. Parking is right by your condo. The ideal place for a sunny and relaxing stay, walks on the beach and amazing sunsets. This easy access ground floor unit offers two-bedrooms, two-bathrooms, a spacious living room, a full-size kitchen, washer/dryer and a private lanai. The master bedroom has a king size bed and a queen bed. Flat screen tv. The second bedroom has a queen size bed. Free wireless high speed internet and cable. Linens and towels are provided. This roomy condo is 1 600 sq. ft. or 150 m2.Your private lanai overlooks the turquoise waters of the Gulf of Mexico. The long white sandy beach is just steps away. Chaise lounge chairs available on the beach for your convenience. There is a heated pool and tennis/pickle ball courts. Beautiful grounds with tiki hu
Longboat Key, Florida
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Located in Longboat Key, Florida, United States. Updated Beachfront Condo at Prestigious Long Boat Key Resort Welcome to Suite Serenity, a beautiful beachfront King suite at the amazing Longboat Key Club resort. 🏡 Property Highlights:✨ Heated resort-style pool✨ Elevator✨ Beach chairs and umbrella✨ Beach and pool towels✨ Private balcony✨ Outdoor shower✨ Washer/dryer in unit✨ Free on-site parking✨ Directly on the beachEnjoy a peaceful stay at one of the top resorts in the state of Florida. Take a dip in the resort style pool, and then walk to the beach and enjoy the warm waters of the Gulf of Mexico. In the evening, take in beautiful sunsets from your private balcony overlooking Lido Key. This spacious apartment is located on the second floor, beachfront in building 1. From the balcony you can see dolphins swim past and sunsets over the Gulf of Mexico. A dream vacation on a luxury getaway island that offers lazy beach days but also a large variety of golf courses and tennis courts, as well as top restaurants. The unit has wireless In
Longboat Key, Florida
Unit #302 Sand Cay Beach Resort Gulf Front
Located in Longboat Key, Florida, United States. Unit #302 Sand Cay Beach Resort Gulf Front Beautiful view from living room area. Cathedral ceilings, gorgeous appointments.Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.When planning a trip to the beautiful Gulf Coast Beaches, stay at Sand Cay Beach Resort. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.Experience the ultimate beachfront boutique Florida paradise with us.
Longboat Key, Florida
Club Longboat #516 Condo by RVA
Located in Longboat Key, Florida, United States. Club Longboat #516 Condo by RVA RVA invites you to experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. This two-bedroom condo with office/den is located on 750 ft of pristine beach with a private patio facing the Gulf and is ideal for a relaxing getaway. Imagine spending your days lounging by the community pool, enjoying a game of tennis, or sipping margaritas during an unforgettable Gulf sunset. Club Longboat Beach and Tennis Resort has been a long-time iconic gem on Longboat Key. From a beautiful Gulf front beach, to 8 Har-Tru tennis courts, 2 pools, clubhouse, and social activities, it’s all here to enjoy. Club Longboat is situated in close proximity to St. Armands Circle and the City of Sarasota, a well-known center for Arts and Culture including the Asolo Theater, Van Wezel Performing Arts Center, and Ringling Museum.The clubhouse has an ambient atmosphere where residents and renters gather twice weekly to enjoy appetizers, dri
Longboat Key, Florida
Bayfront Longboat Key House with Pool and 3 min walk to the beach
Located in Longboat Key, Florida, United States. Bayfront Longboat Key House with Pool and 3 min walk to the beach Newly renovated Sarasota Bay front house with unobstructed view. Large two-story villa has everything you need for your island getaway. House is comfortably furnished and well maintained. Each of the bedrooms and the living area has its own flat screen TV. WiFi internet access also included. Pool heat is optional at additional $140/week.Enjoy your oversized private pool with large patio and grill. You can fish or just relax on the bay dock or walk across the street to white sand Gulf beaches with our own beach chairs. Within walking distance to the Centre Shops dining and shopping. Nearby St. Armand's Circle boasts the finest in restaurants, wonderful shops and relaxing scenes. Downtown Sarasota thrives with cultural activities such as theatres, jazz clubs and wonderful antique stores. The area is a golfer's paradise with world class golf courses within a short drive! For family fun, the Busch Gardens theme park
Longboat Key, Florida
2BR Condo Bay Views, Across from the Beach
Located in Longboat Key, Florida, United States. 2BR Condo Bay Views, Across from the Beach Welcome to our spacious condo, located directly facing the beautiful Crane's Bay. Our units, all measuring over 1600 sq. ft., offer an ideal getaway for families or groups. Each condo features: 2 Bedrooms & 2 Baths: The main bedroom offers a king-sized bed and a private bath. The second bedroom is equipped with two twin beds, and the living area includes a sleeper sofa for extra guests.Fully Equipped Kitchen: Enjoy the convenience of full-size appliances, toaster, blender, teapot, coffeepot, dishes, utensils, pots, and pans. An In Unit Stackable W/D is also available for use. Outdoor Amenities: Relax in our heated outdoor pool and whirlpool, available from dawn to dusk.Recreational Facilities: Make the most of our tennis and pickleball courts. Inquire at check-in about our limited availability of beach chairs, umbrellas, bikes, helmets, tennis equipment, and fishing gear.Entertainment Options: The lobby offers a selection of books, games, an
Longboat Key, Florida
Cedars East #511 Townhome by RVA
Located in Longboat Key, Florida, United States. Cedars East #511 Townhome by RVA RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches, and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious townhomes that are perfect for families or couples. There is something to suit every mood at Cedars Tennis Resort – a junior Olympic swimming pool, a fitness center, fishing pier, bicycle availability and world-class tennis facilities are just some of the amenities you can enjoy while staying at this resort.Accommodations: Cedars Tennis Resort is a village-like townhome community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).Resort Features: On-site Office, Heated Junior Olympic Swimming Pool
Longboat Key, Florida
Unit #218 Sand Cay Beach Resort Gulf Front
Located in Longboat Key, Florida, United States. Unit #218 Sand Cay Beach Resort Gulf Front Enjoy this breathtaking Gulf-front, sunny unit with spectacular beach and sunset views.Accommodation for up to 6 with 2 bedrooms, 2 bathrooms and queen sleeper sofa.The open floor plan of living room, dining room, kitchen and den offer full views of the sparkling turquoise water, blue sky and white sandy beach. The unit is newly re-decorated in natural, soothing tones of soft blues and tans that flow from the outside colors of the beach, water and sky that you see from all these rooms. There are new wood floors throughout and no carpet. The private balcony has panoramic views, shade cover and comfortable, new patio furniture. The spacious master bedroom feels very private, has beach view, king bed, flat-screen TV, en-suite bathroom with walk-in shower and large closets. Living room has beautiful, new pale blue leather sofas. Kitchen is well-equipped with many new items and beach views. The large utility closet is filled with inflatable beach
Longboat Key, Florida
240 ONE-BEDROOM - Diplomat Beach Resort
Located in Longboat Key, Florida, United States. 240 ONE-BEDROOM - Diplomat Beach Resort Fresh renovations enhance your stay in this wonderfully comfortable and spacious one bedroom unit. The bedroom has both a queen and a double bed and the living room has a sleeper sofa. Come stay with us and enjoy the coziness as you, sit back and enjoy the relaxing Gulf Coast!* Rates are for 1 or 4 persons, maximum occupancy is 4, additional guest are $15.00 per person per night. 2 children 10 and under may stay free, and are not counted toward the maximum occupancy.
Longboat Key, Florida
The Beach on Longboat Key #221 Resort by RVA
Located in Longboat Key, Florida, United States. The Beach on Longboat Key #221 Resort by RVA RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using South Beach flair, resulting in comfortably modern furnishings and decorations. Located directly on the beach, this resort features beautiful Gulf-front views. You are only steps from the white-sand beaches, placid turquoise waters, and memorable sunsets that will have you daydreaming about your next beach vacation month after month. All units feature a full-size kitchen or kitchenette with stainless steel appliances, granite countertops, and a private patio or balcony (2 bedrooms only). Whether you are traveling as a family, honeymooners, on business, or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you.Accommodations: The Beach on Longboat Key is a relaxing, yet modern retreat located directly on the Gulf of Mexico, located mid-islan
Longboat Key, Florida
Silver Sands #241 Resort by RVA
Located in Longboat Key, Florida, United States. Silver Sands #241 Resort by RVA RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.Accommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. Unit #241 Features: 1-bedroom, 1-b
Longboat Key, Florida
Beachplace 10-402 by FVC
Located in Longboat Key, Florida, United States. Beachplace 10-402 by FVC Proudly offered by FL Vacation Connection, this property is ideal for professionals working remotely! Beautifully furnished 2 bedroom, 2 bath vacation rental new to the vacation rental market! This redecorated and upgraded unit provides a clean, beach cottage atmosphere with a private lanai overlooking the gorgeous tropical landscaping of Beachplace.This unit is special because it has a workspace in the guest room and the highest speed internet available! So if you are looking for a place to work remotely in paradise, this is the condo for you!The large, open, kitchen has a breakfast bar and a separate dining area. The unit has a dishwasher, ice maker, washer, dryer and much more. The spacious living room has plenty of seating for everyone to spread out and enjoy their own space while taking in a movie on the large HDTV television. The main bedroom has a king-sized bed, and the guest room has two twins. Every one of our rentals includes sheets, bath & beach t
Longboat Key, Florida
Unit #320 Sand Cay Beach Resort Gulf Front
Located in Longboat Key, Florida, United States. Unit #320 Sand Cay Beach Resort Gulf Front Master bedroom has king size bed and full bath. Second bedroom has twin beds with full bath. Extremely well equipped kitchen. Beautifully decorated rooms in bright colors with floral and Floridian themes.Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.When planning a trip to the beautiful Gulf Coast Beaches, stay at our property. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.Experience the ultimate beachfront boutique Florida paradise at our property.
Longboat Key, Florida
Unit #217 Sand Cay Beach Resort Gulf Front
Located in Longboat Key, Florida, United States. Unit #217 Sand Cay Beach Resort Gulf Front Second floor, The kitchen/living room was renovated / furnished in 2017. All new bathrooms and bedrooms renovated in 2012. Unit sleeps a max of 6 people: 1 king, 1 twins, 1 full.Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.When planning a trip to the beautiful Gulf Coast Beaches, stay with us. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.Experience the ultimate beachfront boutique Florida paradise at our Resort.
$312
/ night
Longboat Key, Florida
COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT
Located in Longboat Key, Florida, United States. COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT HOUSE HOLDS 8 GUESTS KITCHEN HAS UPDATED APPLIANCES FULLY EQUIPPED WITH UTENSILS DINING ROOM 4 BEDROOMS 3 BATHROOMS 2 WALK IN SHOWERS 1 WITH JETTED TUB ROKU TV WITH FREE NETFLIX KNOWN FOR WATER SPORTS, DAYTIME SUNSET CRUISES, BIKE RENTALS, KAYAKS AND MORE FAMOUS DRUM CIRCLE FOR OVER 30 YEARS ON SIESTA KEY BEACH NEW BACKYARD 2 BBQ 1 PROPANE OTHER CHARCOAL IS WITH ORIGINAL DESIGN OF PROPERTY SHOPS AND RESTAURANTS SHORT DRIVE PARK IS DOWN THE STREET FROM PROPERTY, WITHIN WALKING DISTANCE LIGHTED BACK YARD FOR NIGHTLY ENJOYMENT HARRY"S FINE DINING, GROCERY STORE AND DELI ON SAME BLOCK HAS BEEN THERE FOR 30 YEARS BEACH IS A NEIGHBORHOOD BEACH IS QUIET TO ENJOY AND RELAX ABOUT A HALF BLOCK AWAY SHORT WALK AMAZING GULF OF MEXICO VIEWS ON THE BEACH STREET IS VERY PEACEFUL AND QUITE FISHING FULLY PACKED FAMILY ENTERTAINMENT
$91
/ night
Longboat Key, Florida
Fantastic Beach Condo
Located in Longboat Key, Florida, United States. Fantastic Beach Condo A one minute walk to the spectacular beach on the Gulf of Mexico, with sunshiny days and gorgeous sunsets! The complex offers a junior Olympic pool, hot tub, baby pool, direct beach access with chairs and umbrellas provided for you, tennis, pickle ball, ping pong, weight room, aerobic room and grills throughout the property. Seven minutes from fantastic dining and shopping and fun on St. Armands and fifteen minutes from downtown Sarasota.
$235
/ night
Longboat Key, Florida
Spacious family home with pool and walk to beach
Located in Longboat Key, Florida, United States. Spacious family home with pool and walk to beach This home is called the Sea Lion Cottage offering the cozy charm of a beach cottage in a stylishly updated mid-century canal-side home . From the moment you drive down the street you will begin to relax. This quiet street is unique because it has homes on one side of the street and a mangrove preserve on the other side providing privacy. A canal out back complete with sailboat depth water and a dock to sit and watch the fish jump = perfect vacation! Add in a short walk to the beach (5-7 minutes) to watch the beautiful sunsets and a clear blue swimming pool covered with a screened lanai and you won't want to leave. An outdoor shower, spacious outdoor seating areas with gas grill complete this beach home. Linens and all utensils and appliances are provided. You will feel like you are home from the minute you open the front door. The home opens onto the living room with a fireplace and flat screen tv. Beyond that you can open the s
$235
/ night
Longboat Key, Florida
1st Floor Updated, Beach Castle Resort, Walk to Beach/Bay
Located in Longboat Key, Florida, United States. 1st Floor Updated, Beach Castle Resort, Walk to Beach/Bay Beach Castle Resort is a charming and cozy beach complex on Longboat Key with a variety of great amenities and one of the few that allows 2 night stays!2 minute walk to the private beach access with chairs, umbrellas, gas grill and outdoor shower.Nicely updated, ground floor condo that comfortably sleeps 8.Escape to paradise at our Longboat Key vacation home in Beach Castle Resort. This coastal haven offers a blend of modern elegance and tropical charm, ensuring your stay is a comfortable and stylish experience. With soothing hues of blues, creams, and whites, the decor evokes the serenity of the beach, while the lush tropical accents transport you to an island oasis.As you step into this luxurious vacation rental, you'll find an inviting open living and dining space that's perfect for relaxation and entertaining. The living room is adorned with coastal-inspired furnishings, including a queen sleeper sofa, a flat-screen TV, and
$175
/ night
Longboat Key, Florida
Beachcomber unit 501
Located in Longboat Key, Florida, United States. Beachcomber unit 501 Our building is located on the beach, this unit has an ISLAND view. Relax and Enjoy the Beach, Pool & Longboat Key! New Kitchen! Shopping Nearby! Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay. Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us directly for a reservation up to twelve (12) months in advance. About the Property One Bedroom Condo with Heated Pool and Building Located on the Beach in LBK! The Beachcomber building and heated pool are located directly on the beach! Suite 501 has an island view of Longboat Key with a partial view of Sarasota Bay from the 5th floor. This condo does have a new full kitchen with maple cabinets and quartz counter top. Bedroom features a pillow top mattress for your comfort and also full bath. 50 inch HDTV in the living room with sofa, love seat
$166
/ night
Longboat Key, Florida
Tropical escape on the bay in LBK!
Located in Longboat Key, Florida, United States. Tropical escape on the bay in LBK! Our beautifully renovated bayside condo is a spacious, bright and sunny unit in a fabulous location on the island that is convenient to Sarasota/St. Armand’s Circle and Anna Maria Island/Bradenton alike! The condo has an open floor plan with a beautiful glass-enclosed sun room and walk-out patio, two large and cozy bedrooms, an office/3rd bedroom, and a stunning and fully-updated modern kitchen! Open concept living room with oversize couches, Netflix and cable, great for relaxing after a hot day on the beach or entertaining friends and family. * Sunny, bright and serene master bedroom has a king-size bed, built-in shelving and drawers, TV, large closet, en-suite bathroom with walk-in tiled shower, granite counter-tops, separate sink and vanity area, and tons of extra closets and storage space. * Second bedroom has two double beds (sleeps 4), TV and PS2, large walk-in closet with shelves. * Second bathroom has a full shower and bath tub, and large gra
$185
/ night
Longboat Key, Florida
248 STUDIO - Diplomat Beach Resort
Located in Longboat Key, Florida, United States. 248 STUDIO - Diplomat Beach Resort Welcome to Unit 248 where your stay is sure to be relaxing and comfortable ! This second floor studio has been remodeled and features new windows throughout the unit, new furniture, a flat screen TV, newer kitchen and bathroom cabinetry, hard surface countertops, smooth top range and a built in microwave. Both tile and carpeted floors finish the look.Enhancing a relaxed stay, is how tastefully decorated this unit is with beach décor and a neutral color scheme. The unit is fully equipped and has storage options to ensure you feel right at home. Right outside your front door is a balcony which overlooks the gulf where you can enjoy a beautiful sunrise, sunsets and nature at its best. A perfect spot to wake up and welcome a new day with a spectacular view! You are steps from the beach and just a short drive to excellent restaurants, shopping and numerous entertainment options. * Rates are for 1 to 2 persons, maximum occupancy is 2, additional gues
$156
/ night
Longboat Key, Florida
Cedars East #509 Townhouse by RVA
Located in Longboat Key, Florida, United States. Cedars East #509 Townhouse by RVA RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious town homes that are perfect for families or couples. There is something to suit every mood at Cedars Tennis Resort – a junior Olympic swimming pool, a fitness center, fishing pier, bicycle availability and world-class tennis facilities are just some of the amenities you can enjoy while staying at this resort.Accommodations: Cedars Tennis Resort is a village-like town home community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).Dining: Cedars Tennis Resort is centrally located with an onsite,
$142
/ night
Longboat Key, Florida
Spacious and Bright Townhome on beautiful Longboat Key
Located in Longboat Key, Florida, United States. Spacious and Bright Townhome on beautiful Longboat Key Welcome to Longboat Key - paradise awaits! Large newly renovated, spacious and bright 2 bed/2.5 bath 3 story townhome with picturesque sunset views and privacy. Located in the Cedars East Tennis Resort Community, complete with a heated Olympic sized pool. Renters have access to clay tennis courts, pickle ball courts and fitness center. Short walk to Longboat Key's famous white sand beaches, Harry's Restaurant, Joan Durante Nature Trail, Lazy Lobster and Blue Dolphin Breakfast Place. Short drive to world famous shopping and restaurants in St. Armand's Circle as well as world famous IMG Academy.
$171
/ night
Longboat Key, Florida
Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4
Located in Longboat Key, Florida, United States. Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4 This 1st floor, 1 bedroom/1 bathroom beautifully and newly decorated condo is located directly across the street (beach access) from the Gulf of Mexico and it's beautiful beaches. A 2-3 minute walk and your toes are touching the sand! The condo sleeps 4; queen size bed in the master bedroom and a comfy pull out couch in the living room.The NEWLY updated kitchen (new countertops and backsplash) includes everything you need to make a full meal and the kitchen table seats 4. The bathroom has also been updated to a walk in shower. A grill is located on site for resident use. Plenty of sheets, towels and linens available at the condo.There are plenty of chairs, beach umbrellas and a beach cart - anything you would need for a day at the beach!Wifi included, TVs in the living room and master bedroom, laundry on site. There is no pool on site. The condo is located 15 minutes from St Armand's Circle and within walking distance of a
$145
/ night
Longboat Key, Florida
Wonderful beach condo, heated pool, peaceful location
Located in Longboat Key, Florida, United States. Wonderful beach condo, heated pool, peaceful location This large and airy 2 bedroom condo is right on the beach. It is a corner unit on the ground floor and it is very private and peaceful. No stairs - just step right outside. Parking is right by your condo. The ideal place for a sunny and relaxing stay, walks on the beach and amazing sunsets. This easy access ground floor unit offers two-bedrooms, two-bathrooms, a spacious living room, a full-size kitchen, washer/dryer and a private lanai. The master bedroom has a king size bed and a queen bed. Flat screen tv. The second bedroom has a queen size bed. Free wireless high speed internet and cable. Linens and towels are provided. This roomy condo is 1 600 sq. ft. or 150 m2.Your private lanai overlooks the turquoise waters of the Gulf of Mexico. The long white sandy beach is just steps away. Chaise lounge chairs available on the beach for your convenience. There is a heated pool and tennis/pickle ball courts. Beautiful grounds with tiki hu
$260
/ night
Longboat Key, Florida
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Located in Longboat Key, Florida, United States. Updated Beachfront Condo at Prestigious Long Boat Key Resort Welcome to Suite Serenity, a beautiful beachfront King suite at the amazing Longboat Key Club resort. 🏡 Property Highlights:✨ Heated resort-style pool✨ Elevator✨ Beach chairs and umbrella✨ Beach and pool towels✨ Private balcony✨ Outdoor shower✨ Washer/dryer in unit✨ Free on-site parking✨ Directly on the beachEnjoy a peaceful stay at one of the top resorts in the state of Florida. Take a dip in the resort style pool, and then walk to the beach and enjoy the warm waters of the Gulf of Mexico. In the evening, take in beautiful sunsets from your private balcony overlooking Lido Key. This spacious apartment is located on the second floor, beachfront in building 1. From the balcony you can see dolphins swim past and sunsets over the Gulf of Mexico. A dream vacation on a luxury getaway island that offers lazy beach days but also a large variety of golf courses and tennis courts, as well as top restaurants. The unit has wireless In
$304
/ night
Longboat Key, Florida
Unit #302 Sand Cay Beach Resort Gulf Front
Located in Longboat Key, Florida, United States. Unit #302 Sand Cay Beach Resort Gulf Front Beautiful view from living room area. Cathedral ceilings, gorgeous appointments.Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.When planning a trip to the beautiful Gulf Coast Beaches, stay at Sand Cay Beach Resort. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.Experience the ultimate beachfront boutique Florida paradise with us.
$269
/ night
Longboat Key, Florida
Club Longboat #516 Condo by RVA
Located in Longboat Key, Florida, United States. Club Longboat #516 Condo by RVA RVA invites you to experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. This two-bedroom condo with office/den is located on 750 ft of pristine beach with a private patio facing the Gulf and is ideal for a relaxing getaway. Imagine spending your days lounging by the community pool, enjoying a game of tennis, or sipping margaritas during an unforgettable Gulf sunset. Club Longboat Beach and Tennis Resort has been a long-time iconic gem on Longboat Key. From a beautiful Gulf front beach, to 8 Har-Tru tennis courts, 2 pools, clubhouse, and social activities, it’s all here to enjoy. Club Longboat is situated in close proximity to St. Armands Circle and the City of Sarasota, a well-known center for Arts and Culture including the Asolo Theater, Van Wezel Performing Arts Center, and Ringling Museum.The clubhouse has an ambient atmosphere where residents and renters gather twice weekly to enjoy appetizers, dri
$156
/ night
Longboat Key, Florida
Bayfront Longboat Key House with Pool and 3 min walk to the beach
Located in Longboat Key, Florida, United States. Bayfront Longboat Key House with Pool and 3 min walk to the beach Newly renovated Sarasota Bay front house with unobstructed view. Large two-story villa has everything you need for your island getaway. House is comfortably furnished and well maintained. Each of the bedrooms and the living area has its own flat screen TV. WiFi internet access also included. Pool heat is optional at additional $140/week.Enjoy your oversized private pool with large patio and grill. You can fish or just relax on the bay dock or walk across the street to white sand Gulf beaches with our own beach chairs. Within walking distance to the Centre Shops dining and shopping. Nearby St. Armand's Circle boasts the finest in restaurants, wonderful shops and relaxing scenes. Downtown Sarasota thrives with cultural activities such as theatres, jazz clubs and wonderful antique stores. The area is a golfer's paradise with world class golf courses within a short drive! For family fun, the Busch Gardens theme park
$388
/ night
Longboat Key, Florida
2BR Condo Bay Views, Across from the Beach
Located in Longboat Key, Florida, United States. 2BR Condo Bay Views, Across from the Beach Welcome to our spacious condo, located directly facing the beautiful Crane's Bay. Our units, all measuring over 1600 sq. ft., offer an ideal getaway for families or groups. Each condo features: 2 Bedrooms & 2 Baths: The main bedroom offers a king-sized bed and a private bath. The second bedroom is equipped with two twin beds, and the living area includes a sleeper sofa for extra guests.Fully Equipped Kitchen: Enjoy the convenience of full-size appliances, toaster, blender, teapot, coffeepot, dishes, utensils, pots, and pans. An In Unit Stackable W/D is also available for use. Outdoor Amenities: Relax in our heated outdoor pool and whirlpool, available from dawn to dusk.Recreational Facilities: Make the most of our tennis and pickleball courts. Inquire at check-in about our limited availability of beach chairs, umbrellas, bikes, helmets, tennis equipment, and fishing gear.Entertainment Options: The lobby offers a selection of books, games, an
$197
/ night
Longboat Key, Florida
Cedars East #511 Townhome by RVA
Located in Longboat Key, Florida, United States. Cedars East #511 Townhome by RVA RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent beaches, and tropical sunsets that are picture-perfect are daily occurrences. Guests enjoy an unforgettable Florida vacation in our spacious townhomes that are perfect for families or couples. There is something to suit every mood at Cedars Tennis Resort – a junior Olympic swimming pool, a fitness center, fishing pier, bicycle availability and world-class tennis facilities are just some of the amenities you can enjoy while staying at this resort.Accommodations: Cedars Tennis Resort is a village-like townhome community that features spacious living and dining areas and full-size kitchens. Enjoy all the amenities of home in these fully furnished condominiums including full-sized kitchen with breakfast bar, separate dining area and private lanai (available in select units).Resort Features: On-site Office, Heated Junior Olympic Swimming Pool
$133
/ night
Longboat Key, Florida
Unit #218 Sand Cay Beach Resort Gulf Front
Located in Longboat Key, Florida, United States. Unit #218 Sand Cay Beach Resort Gulf Front Enjoy this breathtaking Gulf-front, sunny unit with spectacular beach and sunset views.Accommodation for up to 6 with 2 bedrooms, 2 bathrooms and queen sleeper sofa.The open floor plan of living room, dining room, kitchen and den offer full views of the sparkling turquoise water, blue sky and white sandy beach. The unit is newly re-decorated in natural, soothing tones of soft blues and tans that flow from the outside colors of the beach, water and sky that you see from all these rooms. There are new wood floors throughout and no carpet. The private balcony has panoramic views, shade cover and comfortable, new patio furniture. The spacious master bedroom feels very private, has beach view, king bed, flat-screen TV, en-suite bathroom with walk-in shower and large closets. Living room has beautiful, new pale blue leather sofas. Kitchen is well-equipped with many new items and beach views. The large utility closet is filled with inflatable beach
$277
/ night
Longboat Key, Florida
240 ONE-BEDROOM - Diplomat Beach Resort
Located in Longboat Key, Florida, United States. 240 ONE-BEDROOM - Diplomat Beach Resort Fresh renovations enhance your stay in this wonderfully comfortable and spacious one bedroom unit. The bedroom has both a queen and a double bed and the living room has a sleeper sofa. Come stay with us and enjoy the coziness as you, sit back and enjoy the relaxing Gulf Coast!* Rates are for 1 or 4 persons, maximum occupancy is 4, additional guest are $15.00 per person per night. 2 children 10 and under may stay free, and are not counted toward the maximum occupancy.
$188
/ night
Longboat Key, Florida
The Beach on Longboat Key #221 Resort by RVA
Located in Longboat Key, Florida, United States. The Beach on Longboat Key #221 Resort by RVA RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium complex. New designs were created using South Beach flair, resulting in comfortably modern furnishings and decorations. Located directly on the beach, this resort features beautiful Gulf-front views. You are only steps from the white-sand beaches, placid turquoise waters, and memorable sunsets that will have you daydreaming about your next beach vacation month after month. All units feature a full-size kitchen or kitchenette with stainless steel appliances, granite countertops, and a private patio or balcony (2 bedrooms only). Whether you are traveling as a family, honeymooners, on business, or just want a resort with the best accommodations Longboat Key has to offer, this is the resort for you.Accommodations: The Beach on Longboat Key is a relaxing, yet modern retreat located directly on the Gulf of Mexico, located mid-islan
$282
/ night
Longboat Key, Florida
Silver Sands #241 Resort by RVA
Located in Longboat Key, Florida, United States. Silver Sands #241 Resort by RVA RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the amenities of a large hotel with the privacy and seclusion that has Silver Sands guests returning each year. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy a complimentary chaise lounge and beach umbrella while breathing in the fresh salt-water air. Practice your golf game on our putting green or relax on our beautiful beach with your favorite novel. Wireless Internet access is available in the privacy of your individual unit, at the garden area or on the pool deck.Accommodations: Silver Sands Gulf Beach Resort is a relaxing retreat located directly on the Gulf of Mexico on the northern-end of Longboat Key. Choose from our various unit styles including hotel rooms, one- and two-bedroom garden view units, and one- and two-bedroom beach front units. Unit #241 Features: 1-bedroom, 1-b
$161
/ night
Longboat Key, Florida
Beachplace 10-402 by FVC
Located in Longboat Key, Florida, United States. Beachplace 10-402 by FVC Proudly offered by FL Vacation Connection, this property is ideal for professionals working remotely! Beautifully furnished 2 bedroom, 2 bath vacation rental new to the vacation rental market! This redecorated and upgraded unit provides a clean, beach cottage atmosphere with a private lanai overlooking the gorgeous tropical landscaping of Beachplace.This unit is special because it has a workspace in the guest room and the highest speed internet available! So if you are looking for a place to work remotely in paradise, this is the condo for you!The large, open, kitchen has a breakfast bar and a separate dining area. The unit has a dishwasher, ice maker, washer, dryer and much more. The spacious living room has plenty of seating for everyone to spread out and enjoy their own space while taking in a movie on the large HDTV television. The main bedroom has a king-sized bed, and the guest room has two twins. Every one of our rentals includes sheets, bath & beach t
$124
/ night
Longboat Key, Florida
Unit #320 Sand Cay Beach Resort Gulf Front
Located in Longboat Key, Florida, United States. Unit #320 Sand Cay Beach Resort Gulf Front Master bedroom has king size bed and full bath. Second bedroom has twin beds with full bath. Extremely well equipped kitchen. Beautifully decorated rooms in bright colors with floral and Floridian themes.Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will become part of our family, and we will look forward to your return year after year.When planning a trip to the beautiful Gulf Coast Beaches, stay at our property. All of our private beautiful condominiums feature full kitchens, living rooms, dining rooms and a balcony or patio to enjoy. We offer pool and garden, gulf and gulf front beach views. Our property features a heated pool, shuffleboard court, full tennis court and an immaculate private, white sandy beach.Experience the ultimate beachfront boutique Florida paradise at our property.
$276
/ night
Unit #217 Sand Cay Beach Resort Gulf Front
Longboat Key, Florida
$312/night
COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT
Longboat Key, Florida
$91/night
Fantastic Beach Condo
Longboat Key, Florida
$235/night
Spacious family home with pool and walk to beach
Longboat Key, Florida
$235/night
1st Floor Updated, Beach Castle Resort, Walk to Beach/Bay
Longboat Key, Florida
$175/night
Beachcomber unit 501
Longboat Key, Florida
$166/night
Tropical escape on the bay in LBK!
Longboat Key, Florida
$185/night
248 STUDIO - Diplomat Beach Resort
Longboat Key, Florida
$156/night
Cedars East #509 Townhouse by RVA
Longboat Key, Florida
$142/night
Spacious and Bright Townhome on beautiful Longboat Key
Longboat Key, Florida
$171/night
Perfect FL Longboat Key Getaway, steps from the Gulf! Sleeps 4
Longboat Key, Florida
$145/night
Wonderful beach condo, heated pool, peaceful location
Longboat Key, Florida
$260/night
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Longboat Key, Florida
$304/night
Unit #302 Sand Cay Beach Resort Gulf Front
Longboat Key, Florida
$269/night
Club Longboat #516 Condo by RVA
Longboat Key, Florida
$156/night
Bayfront Longboat Key House with Pool and 3 min walk to the beach
Longboat Key, Florida
$388/night
2BR Condo Bay Views, Across from the Beach
Longboat Key, Florida
$197/night
Cedars East #511 Townhome by RVA
Longboat Key, Florida
$133/night
Unit #218 Sand Cay Beach Resort Gulf Front
Longboat Key, Florida
$277/night
240 ONE-BEDROOM - Diplomat Beach Resort
Longboat Key, Florida
$188/night
The Beach on Longboat Key #221 Resort by RVA
Longboat Key, Florida
$282/night
Silver Sands #241 Resort by RVA
Longboat Key, Florida
$161/night
Beachplace 10-402 by FVC
Longboat Key, Florida
$124/night
Unit #320 Sand Cay Beach Resort Gulf Front
Longboat Key, Florida
$276/night