72,107 properties available

Located in Longboat Key, Florida, United States. Waterfront Coastal 3 BR/3 BTH w/ Pool, 50ft. Boat Dock, Walk to Beach Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, oversized Restoration Hardware furniture, high-end linens, fully appointed gourmet kitchen, large master bath with Jacuzzi overlooking canal, and more. Whether it's a fun day a day at the beach or dinner and game night with friends, this 2500 sq. ft.-home has everything you need.* Open floor plan with two distinct living areas* Large dining room seats 8* Poolside table seats additional 6* Premium cable and 4 new Hi-Def flat screen TV's * Brand new private dock with easy access for all water sports* Kayaks and paddle-boards included

Located in Longboat Key, Florida, United States. Bermuda-esque Island Cottage! Steps to Sand! Discover this charming cottage tucked away on a serene corner lot. Inside this delightful space, you'll find a nice remodeled kitchen & bath. Loft-like setting features a queen-size Tempurpedic, ensuring a cozy, restful night. A separate room awaits, overlooking a beautifully landscaped yard, offering a tranquil home office. The cottage is bathed in natural light, with windows generously scattered thru-out, creating a warm ambiance. THE perfect haven for two lovebirds seeking a romantic getaway.

Located in Longboat Key, Florida, United States. Sea Club Iii Beachside Condo On Longboat Key SEA CLUB III - WEEKLY VACATION RENTAL - BEACHSIDE CONDO ON LONGBOAT KEY. Perfect Location on the beaches of Longboat Key! Step right onto the white sandy beach from your exterior front porch with breathtaking sunset views. This condo is within walking distance of gourmet food shops, great restaurants and a fabulous nature preserve with walking paths and a playground for the kids. Enjoy beautiful sunny days in this nicely decorated 2-bedroom / 2-bath (sleeps 6) condominium surrounded by lush tropical landscaping and featuring a private heated pool and on-site laundry for your convenience. Fully outfitted kitchen. The 10-mile beach has powdery sand and the Gulf has a sandy bottom and gradual gradient - absolutely perfect for swimming and snorkeling and very family-friendly. You can also explore the many sights and attractions Longboat Key has to offer. Have dinner and drinks on your private patio while y

Located in Longboat Key, Florida, United States. Unit #117 Sand Cay Beach Resort Gulf Front Beachfront, Beachfront, Beachfront! You cannot get any closer to the beach! Just walk out your patio and your toes are in the sand! This beautifully RENOVATED beachfront ground floor end unit overlooks the Gulf of Mexico and has spectacular Gulf front views with breathtaking sunsets from the living room, dining room, family room and kitchen. Enjoy the many upgrades including brand new furnishings, top-end Sealy Posturepedic mattresses. A 47" flat screen HDTV in the family room, 32" flat screen tv in the Master bedroom, flat screen tv in guest bedroom, fully equipped kitchen, extensive cable tv package, Wi-Fi and washer and dryer. .

Located in Longboat Key, Florida, United States. LaPlaya 101A - Step out to the beach from your screened lanai. Light and bright end unit. Beachfront 2 Bedroom, 2 Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. LaPlaya Condominiums provides a private beach, sheltered pool with sundeck, and beachfront grills so you won’t miss a minute of the sunset. The unit has a fully equipped kitchen, plus washer and dryer. All linens and beach towels are provided. Welcome to our island-style living! This light and airy unit has an open floor plan with a screened lanai facing the beach, and unobstructed views from the living room, dining area and kitchen. Quiet bedrooms are set apart in a split floor plan, giving ultimate privacy. There is a king bed in the newly furnished master en suite, and twin beds in the guest bedroom. The condo is wheelchair accessible, with a walk-in shower.

Located in Longboat Key, Florida, United States. Water View, Hidden Gem 2BR/2BA Condo - Longboat Key FL. NEW LISTING Welcome to the best island on the west coast of Florida…Longboat Key! This tranquil condo is a newly renovated one of a kind! Enjoy an entire wall of windows with water views of Sarasota Bay meeting the beautiful wildlife and mangroves. This complete open living room concept was designed around the water view with gorgeous large porcelain tile laid throughout the entire condo. The kitchen offers espresso cabinetry, granite countertops, stainless appliances and is fully equipped. Great for entertaining! The master bedroom is spacious with a King bed, TV and Tommy Bahama furniture / linens. The master bath has a double sink vanity, glass shower with a HUGE walk-in closet. Second bedroom has 2 twin beds. Everything was newly furnished in 2022. There is a Bosch W/D inside the 1350 square feet condo. This slice of paradise is on the 2nd floor - access via stairs and/or elevator. BBQ grill and communal fir

Located in Longboat Key, Florida, United States. Beach Castle Resort #22 by RVA Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to launch your kayak and cast a line, a chance to spot exotic birds that stop here for our mild temperatures and to view a picture-perfect sunset over the Gulf of Mexico -- all courtesy of Mother Nature.The grounds here are impeccable – from the well-manicured vegetation to the vast palm trees that dot this serene Longboat Key location. The buildings at Beach Castle are the color of sunshine and are accented by Bahama shutters and railings that resemble palm trees. Each unit is individually owned, which means no unit is alike and provides a unique vacation experience to our guests. However, all units provide a full kitchen, living room and private lanais – never compromising the comforts of home.This secluded hideaway exudes a classic charm that, as vacationers, we yearn for. A place to get away from it all, relish in the Florida sunshine and r

Located in Longboat Key, Florida, United States. Silver Sands #253S 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.Limited Membership Privileges: Guests of Silver Sands Gulf Beach Resort #253S will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and s

Located in Longboat Key, Florida, United States. Unit #311 Sand Cay Beach Resort Pool and Garden View Third floor unit looks over the heated pool of Sand Cay. Decorated unit has all the luxuries of home.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 property.

Located in Longboat Key, Florida, United States. Beachcomber unit 303 Our building is located on the beach, this unit has an ISLAND view. Enjoy upscale Longboat Key in the elegant Beachcomber 303. From original works of art throughout and the stunning furnishings and lighting details to the complimentary Keurig coffee bar, you will enjoy this newly renovated condominium, steps away from toes in the sand. -King size master with ceiling fan and TV -Newly designed and renovated Living Room with entertainment center and ceiling fan -Pull out Queen sofa bed -New Patio furniture, featuring Adirondack seating and dining -Fully equipped kitchen and elegant separate dining area - All linens, beach towels, and canvas beach tote -2 New beach chairs and oversize beach umbrellas -Breezy Beach patio, grill, laundry facilities, and free WiFi -Convenient access to Publix and CVS across the street -Off-site fitness membership and bicycle rentals - Ask for details Loc

Located in Longboat Key, Florida, United States. Sea Grape Inn #7 - Beachfront Property BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 1-Queen, 1-Sofa Sleeper** Need to stay less than the minimum required nights? Please contact us **Check out our online Reviews!Private quiet atmosphere featuring exceptional ocean and pool views, this inviting home away from home awaits you.The Sea Grape Inn is a boutique-style resort complex, located beachside, on the shores of the Gulf of Mexico, on Longboat Key. A perfect beach getaway!BEACH VIEW Condo- 2nd Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds, 1-Sofa SleeperSituated in this idyllic resort comprised of eight units, unit 7 features exceptional views of the ocean and pool. Feel the warm breeze flow in from your screened lanai while enjoying your morning coffee, afternoon cocktail or good book!The spacious open floor plan provides plenty of space to relax and enjoy the flat screen TV while lounging on the new very

Located in Longboat Key, Florida, United States. Silver Sands #259 Resort by RVA RVA offers Silver Sands Gulf Beach Resort. Located beachfront on beautiful Longboat Key, this resort offers all the amenities of a large hotel with 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 (located in the back closet) while breathing in the fresh saltwater 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 beachfront units. Unit #259 Fe

Located in Longboat Key, Florida, United States. Unit #216 Sand Cay Beach Resort Gulf Front Salt life could not be better! This unit is under new ownership and has been updated top to bottom, inside and out…all except for the breathtaking Gulf view - no update needed there! #216 is an exceptionally open and spacious Gulf front 2 bedroom, 2 bath, 2nd floor condo that sleeps 6. The oversized master suite offers a king size bed, built in dresser, desk, and master shower, while the extra large second bedroom offers two full beds and a bath of its own. The unit boasts a large kitchen with a breakfast bar that seats 4, along with a dining area, perfect for meals and entertaining. The balcony is partially covered, accommodating both those who do and don’t prefer shade, and overlooks the Gulf with breathtaking views for the perfect spot to start or end your day. For your entertainment, flat screen smart televisions are in the living room and both bedrooms. Cable and WIFI are included, as well as a DVD player. And if you enjoy games/cards

Located in Longboat Key, Florida, United States. Sea Grape Inn #2- Beachfront Property BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper, Screened Lanai w/ocean & pool view. Check our online Reviews!** Need to stay less than the minimum required nights? Please contact us **The Sea Grape Inn is a boutique-style resort complex, located on the shores of the Gulf of Mexico, on Longboat Key with 8 beautiful condos in a beachfront location. A perfect beach getaway!BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. Beautifully appointed 2 bedroom 2 bath condo, on the first floor with a screened lanai that jets out from the living area where you have a view of the pool and the Gulf of Mexico and features a flat screen TV. Tile throughout with a king bed in the primary bedroom and flat screen TV as well as a view of the water. The guest bedroom has two single beds as well as a flat screen TV. Each bedro

Located in Longboat Key, Florida, United States. Beachcomber unit 404 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. This beautiful 2 Bedroom/2 Bath 4th floor unit is decorated in soothing coastal colors and directly overlooks the Gulf of Mexico. Outstanding, full beach- and gulf-front views from all the main rooms as well as from the private 34 foot balcony. Fully-equipped kitchen with stainless steel appliances and silestone countertops. Free wireless internet, local phone service and cable. Flat-screen TVs in living room and both bedrooms, along with a DVD player to watch movies and DVR to record TV shows. Master bathroom has a walk-in shower and double sink with silestone countertops. Guest bath has a tub/shower combination and single sink with silestone countertop. Gulf-side heated pool with lounge chairs and umbrella tabl

Located in Longboat Key, Florida, United States. Silver Sands #248 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.Limited Membership Privileges: Guests of Silver Sands Gulf Beach Resort #248 will have temporary membership privileges at Cedars Tennis Resort located at 645 Cedars Court on Longboat Key. The limited temporary membership allows the guest access to fully-lit Har-Tru tennis and pickleball courts (after 1 p.m. daily and sub

Located in Longboat Key, Florida, United States. Unit #109 Sand Cay Beach Resort Pool and Garden View Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s islanders also cherish the many recreational and cultural amenities like golf, shopping, museums, a wide array of dining choices and a myriad of water sport activities are all nearby.Our resort has a relaxed, upscale feel and is located in an extremely safe area. Great for vacationers seeking peace and tranquility as well as families wanting an active get-a-way. You will be just steps away from the white sand beach and right next door to the Zota Hotel, which offers casual beach dinners and drinks. .First floor, poolside. Comfortable, light and bright. Easy beach access, very complete unit. Amenities include two televisions with DVD and a washer and dryer. Unit sleeps a max of 6 people: 1 king, 1 Queen, 1 sleeper sofa.Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature o

Located in Longboat Key, Florida, United States. Love the beach? Tennis? Swimming? This great family friendly retreat has it all! Spacious 2400 square foot elevated home (there are 16 steps to enter and exit) featuring wide open floor plan with vaulted ceilings, huge living/kitchen/dining room. Fully equipped kitchen featuring large single bowl stainless steel sink, huge quartz island work space, double oven and seating for four at the counter. DISH T.V. and whole home wi-fi. Bedrooms are located at the four corners of the home with one master and one twin bedroom at each end of the house. This configuration lends itself well to multiple families and/or multi-generational stays! Four bedrooms three full baths (two bedrooms with king beds and on suite bathrooms; one bedroom with two twin beds and one bedroom with three twins) and additional full bath with tub and shower combo with detachable shower head for bathing the littles! Beautiful ceramic, porcelain, and pebble tile floors in the bathrooms. All bedrooms feature black out curtai

Located in Longboat Key, Florida, United States. Beachcomber unit 603 Our building is located on the beach, this unit has an ISLAND view. Completely renovated 3 bedroom, 2 bath. Come visit Longboat Key and enjoy our vacation condo. Our living area includes two living rooms, one with sliding doors to the spacious balcony with glass railing that overlooks the island towards Sarasota Bay. The master bedroom has a king sized bed and a full glass sliding door onto the balcony. The second bedroom has a set of bunk beds, and the third bedroom has twin beds. The linen closet is well stocked with bath and beach towels. There is a Queen sized pull out sofa in the living room. You can drive 5 minutes to the famous Saint Armand's circle which is known for its fine dining, upscale shopping, and exciting night life or visit downtown Sarasota to enjoy live theater, a ballet, or one of the numerous art galleries. Our condo is located across the street and within easy walking distance of a

Located in Longboat Key, Florida, United States. Silver Sands #243 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 #243 Features: 1-bedroom, 1-b

Located in Longboat Key, Florida, United States. Unit #207 Sand Cay Beach Resort Pool and Garden View Second floor,.. It's very cozy with all the comforts of home. This renovated unit has an updated kitchen and baths with new ceramic tile. New furniture through out with a flat screen television. Complete beach supplies, toys and umbrellas. Unit sleeps a max of 6 people: 1 queen, 2 twins, 1 sleeper sofa.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 paradis

Located in Longboat Key, Florida, United States. The Beach on Longboat Key #221S 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, which means you are only steps from the white-sand beaches and 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 and granite countertops, and 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, lo

Located in Longboat Key, Florida, United States. LaPlaya 105B-Relax on the balcony and watch the dolphins swim by and the pelicans dive! Beachfront 2 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. LaPlaya Condominiums provides a private beach, sheltered pool with sundeck, and beachfront grills so you won’t miss a minute of the sunset. The unit has a fully equipped kitchen, washer and dryer, and all linens and beach towels are provided. Welcome to our island-style living!Our condo’s open floor plan is comfortably appointed to reflect the sand and sea view from the spacious living/dining area and kitchen, with a screened beachfront lanai and convenient first-floor bathroom with shower. The second floor features the master bedroom with king bed and a balcony perfect for sunsets or dolphin watching, and twin beds in the guest bedroom.Carefree décor brings the beach right inside with the soft blues and yellows of sea and sun. This townhouse has spacious living/dini

Located in Longboat Key, Florida, United States. Beachcomber unit 608 2 bedroom; 2 bath (showers only) sixth floor condo overlooking the Gulf of Mexico 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. Please note: We do not allow Sunday or holiday arrivals and require a 7 night minimum stay. Washer/dryer in unit Sleeping accommodations: king-sized bed; queen bed This Gulf view unit is completely furnished and fully equipped. All bed linens, dishes, cooking & eating utensils are provided. Enjoy breathtaking sunsets from this sixth floor, direct Gulf front condo with full Gulf views from the living and dining rooms and both bedrooms. On behalf of our guests and owners that suffer from asthma and allergies, no pets are allowed on the property. No exceptions! $300 fine. Amenities Include: - Balcony: Yes - Be