72,107 properties available

Located in Longboat Key, Florida, United States. Silver Sands #253A 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 #253A 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. Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5 Cedars Tennis Resort, is a luxury vacation rental on Longboat Key, close to Sarasota and world renowned St Armand's Circle. This spacious 1440 sq ft townhouse includes a 1 car garage on the ground floor, kitchen, half bath and spacious living room/dining room on the first floor that includes a sleeper sofa. There are two bedrooms on the 2nd floor, the master bedroom has a king bed the guest bedroom has twin beds (can be pushed together to make a full size bed) each bedroom has it's own full bath. There is also a rollaway bed which can be used if required. There is a screened in back lanai with a relaxing tennis court view. Enjoy a Gulf horizon view from the living area. The location is perfect with world class restaurants and Harry's Convenience store within walking distance. There are public beach accesses within a mile in either direction with the beach being just across the street, bike trails in front o

Located in Longboat Key, Florida, United States. Secluded Bayside Gem with Spectacular Views!!!! Reservations for this property have to be in full week intervals Sat-Sat check in /out. During peak season Jan-April we do not accept any reservation with children of any age.Newly added Pickleball courtsFrom the moment you walk in you will feel the peace and serenity this unit has to offer. With its amazing views of the bay, coastal decor, high ceilings and natural light! Enjoy watching nature from your enclosed terrace which gives you the option of sliding open the doors for refreshing bay breezes or keep it closed for the cool A/C as you watch the wildlife like Dolphins, Manatees, pelicans and many more right from the terrace.Just a 3-4 minute drive to some of the best beaches in Florida or stay home and enjoy the beautiful heated pool with amazing bay views.Time to explore the area? Take advantage of the many restaurants on the Key or take a short drive to St. Armand's Circle for amazing boutique shops and restaurants or Bridge Street

Located in Longboat Key, Florida, United States. Beach Front Condo Newly Renovated Longboat Key second floor beach-front condo, with two bedrooms, additional bonus room, two full bathrooms, breathtaking views, and a private pool. The condo was fully renovated and is completely updated with new appliances. Large lanai with an unobstructed view of the Gulf of Mexico, spectacular sunset. New hurricane-rated sliding doors and new windows. The condo includes a washer and dryer and wifi. The large screened lanai is newly tiled and is furnished with a table and chairs. The view is breathtaking. Pictures don't lie. The Main Room includes a Dining and a Living room. The living room has wide sliding doors that open into the lanai and the view of the living room is amazing. Kitchen: fully equipped, new fridge, microwave, electric stove, dishwasher, coffee maker, and various appliances. The Master Bedroom has sliding doors that lead to the lanai with an amazing view of the beach. It is furnished with a brand new king-size bed and foam mattress

Located in Longboat Key, Florida, United States. Gorgeous Beachfront ~ Spacious & Updated 2/2 ~ Heated Saltwater Pool This luxury beach getaway is waiting for you to enjoy. It is directly overlooking the beautiful shores and sparkling turquoise waters of the Gulf of Mexico from the second floor. The light and open living/dining room features a wall of sliding glass doors that open to the protected lanai, and bring the far-reaching beach and pool views directly into the condo. The 4K TV in the den has premium cable including all the HBO channels, a Google Chromecast for streaming all your favorite content as well as a built in DVR for recording your favorite shows. The spacious kitchen with dining for six guests has ample granite countertops, a breakfast bar with seating for three, a wine rack, a Nespresso machine and is well equipped with all the cooking utensils to make a world class meal. Rare to find, this condo offers a convenient built-in office with shelving and highspeed, gigabit internet.For optimal privacy, the split bed

Located in Longboat Key, Florida, United States. Cedars East Unit #521 2BR/2.5BA Condo Longboat Key- updated- 1440 sqft Cedars Tennis Resort, is a luxury vacation rental on Longboat Key, close to Sarasota and world renowned St Armand's Circle. This spacious 1440 sq ft townhouse includes a 1 car garage on the ground floor, kitchen, half bath and spacious living room/dining room on the first floor that includes a sleeper sofa, two bedrooms, the master bedroom has a king bed the guest bedroom has twin beds (can be pushed together to make a full size bed) each bedroom has it's own full bath. There is a screened in back lanai with a relaxing pond view. Enjoy a Gulf horizon view from the living area and kitchen. The location is perfect with world class restaurants and Harry's Convenience store within walking distance. There are public beach accesses within a mile in either direction with the beach being just across the street, bike trails in front of the complex with Sarasota Bay on the opposite end of the property with a beautiful bay vie

Located in Longboat Key, Florida, United States. Silver Sands #243A 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 #243A Features: Hotel room i

Located in Longboat Key, Florida, United States. Tennis resort Townhome on longboat key by the Sea. Family and pet friendly This vacation home is a 2-bedroom, 2-bathroom town home with garden views from your private lanai and clubhouse views from the guest bedroom. Unit has been refinished to include updated, modern furnishings in a classy design. Kitchen includes upscale appliances complete with a french-door refrigerator with built-in Keurig, a spacious farmhouse sink, ample counter top space for chopping and sifting, and a backdrop art deco wall in a modern design. The master bathroom resembles a spa environment with wooden accents and clean lines. Now offering pet friendly options with prior approval.Please Note: 660 cedars Ct does not include a landline phone; guests will be required to bring a personal cell phone for calling purposes.Unit Amenities: Wireless Internet, 1-Car Garage, Full-size Kitchen, Private Lanai, Garden and Clubhouse Views, Fitness Facility, Community Pool, Modern Decor, Pets Considered, Beach Access (1 mile

Located in Longboat Key, Florida, United States. Beach Castle Resort, Pool, Tennis, Private Beach n Bayfront Beach Castle Resort is a family-friendly, fun community on Longboat Key with numerous on-site amenities and one of the rare communities to allow 2-night stays on the Key!Fully updated, upstairs condo with a charming coastal theme.Easy walk to the private beach access on the Gulf of Mexico, and the community bayside dock.Nestled within the enchanting enclave of Longboat Key lies a true hidden gem - a fully updated 1 bedroom, 1 bath 2nd-floor condo that epitomizes coastal charm. Welcome to Its A Shore Thing at the Beach Castle Resort, a tranquil oasis where the vibrant beachy theme and cheerful ambiance permeate every corner of this delightful retreat.As you step into this coastal haven, you'll be instantly captivated by the bright and airy atmosphere that envelops you. The furnishings exude coastal charm, creating a seamless fusion of comfort and style. The condo's interior has been thoughtfully curated to showcase the beachy v

Located in Longboat Key, Florida, United States. Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach What's better than your own private paradise? Come and enjoy this beautiful, recently remodeled, canal front 2 bedroom 2 bathroom private home with heated pool located within walking distance to the longboat key beaches. Close proximity to restaurants and a neighborhood atmosphere This beautifully updated elevated 2BR/2 BATH block home features a private setting with 100ft of canal frontage. Private dock, with spectacular view. Across the canal is an undeveloped nature preserve owned by the Town of Longboat Key (no homes). Fully screened back patio with tons of comfy seating provides ample space for indoor/outdoor living. The outdoor area features two lounge chairs, sofa seating with fire pit and additional dining table by the water so you can easily watch for manatee or dolphins. But, that's not all, there is also a dock so you can bring your boat or rent one from a local marina, do a little fishing o

Located in Longboat Key, Florida, United States. Silver Sands #250 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 #250 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. Island Living on Longboat Key 3 minute walk to the beach! Longboat Key Island Fun in a newly updatedbeautiful property!Newly updated 3 story townhouse on beautifulLongboat Key with two bedrooms and two and ahalf bath sleeps 5 guest comfortably on King,Queen and pullout single beds. This wellequipped property is ready and stocked withbeach chairs, a cooler, a beach umbrella, and pullbuggy for your convenience. Relax in this calm, stylish space that’s also walking distance from the beach!

Located in Longboat Key, Florida, United States. Charming 1 bedroom on Longboat Pass with dock Enjoy views of the Gulf and inter coastal while in the one bedroom ground level condo in a one-story building. Feels private with million dollars views but simple, comfortable furnishings. 2 blocks from the beach, equipped with paddle boards and all the beach essentials. Charming and affordable. Walkable to Coquina Beach and North Longboat restaurants and destinations. No boats please.

Located in Longboat Key, Florida, United States. 3bed/2bath Beachfront Condo on Longboat Key! Beautiful 3bed/2bath Condo located on the 3rd floor of Tiffany Plaza with gorgeous views of the crystal blue waters of the Gulf of Mexico on Longboat Key. This unit has been updated and tastefully furnished. Laundry facilities are located just outside the elevator on each floor. Heated pool onsite. Turnkey furnished. It's a short drive to either St. Armands circle where you will find a variety of boutique shops, restaurants, entertainment and Lido beach or head North to Anna Maria Island where you can experience the quaint island fishing village vibe, shops, restaurants and entertainment.

Located in Longboat Key, Florida, United States. Unit #208 Sand Cay Beach Resort Pool and Garden View Perfect for families, this vacation rental features flat screen TV's in every room, fine furnishings and everything you need to have an amazing vacation. Brand new beds were delivered in December 2022. There is a twin and a full size mattress bunkbed, with a trundle, in the 2nd bedroom and a king mattress in the master bedroom. 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 Sand Cay 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 beach

Located in Longboat Key, Florida, United States. LONGBOAT KEY BEAUTY! This 2/2 unit offers stunning views of the bay! Call today to book your fall vacation! • Carefree check-in, go straight to your unit no office visit required.• Fully Equipped Kitchen including microwave, stove, dishwasher, fridge, and coffee maker.• Comfortable living room with bay views• Washer and Dryer Conveniently located in unit.• Master bedroom with a king size bed, flat screen TV, walk in shower, walk in closet, and beautiful view of the bay!• Spacious guest bedroom with king size bed• Large Patio overlooking the bay with outdoor seating with corner unit views and serenityHarbor Villa Club amenities• Pool• Hot Tub• Tennis Court• Boat Slips (Rented Separately)• Covered Parking• ElevatorsThe Harbour Villa’s are just a 3-minute drive to the north end of the key home to the historic Longbeach Village, known in its earlier days as a transient fishing village. While taking a stroll through this neighborhood your likely to see peacocks on roofs or resting in someon

Located in Longboat Key, Florida, United States. Longboat Key beach house - 5 min walk to the beaches and top local restaurants Quiet beach house tucked away in the historic Longboat Village in walking distance to the beach and some of the top restaurants on the island. Fully remodeled home with all the amenities included - TV, wireless internet, cable, water, and electric. After a day at the beach enjoy a nice dinner outside in a screened in lanai and a evening by the fire in the outdoor fire pit.

Located in Longboat Key, Florida, United States. Beachfront Condo in Longboat Key TWO WEEK MINIMUM REQUIRED.Welcome to your ideal beachfront retreat in Longboat Key! This fully renovated condominium offers a luxurious and comfortable stay with 2 bedrooms and 2 bathrooms, perfect for families, couples, or a group of friends. As you step inside, you'll be greeted by a modern and elegantly furnished interior, complete with all the comforts of home. The living space flows seamlessly into a well-equipped kitchen. The condo is situated on the 2nd floor of a boutique building with a limited number of units, offering guests a unique blend of privacy and serenity. The building's design and location is just a few steps to the beach and include views of the beach and gulf from the unit. For your convenience, the condo includes high-speed internet, in-unit washer/dryer, and a smart TV in the living room with TVs in each bedroom, making your stay hassle-free. There are also two separate workspaces in the unit that include a desktop monitor and pr

Located in Longboat Key, Florida, United States. Cedars East #507 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 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, a 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 a home in these fully furnished condominiums including a full-sized kitchen with breakfast bar, separate dining area, and private lanai (available in select units).,br>Dining: Cedars Tennis Resort is centrally located with

Located in Longboat Key, Florida, United States. Silver Sands #258 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 #258 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. Stunning Canal Condo - Walk to Beach - Sleeps 4 ***HOME WITH CANAL VIEW/WALK TO THE BEACH***Pleasant and quiet residential street in beautiful Longboat Key. This 2 bedroom, 1.5 bathroom sits on a water canal. Newly furnished with a farmhouse coastal décor offering two bedrooms on the second floor with a king sized bed and 42” TV in the master bedroom, and two twin beds in the second bedroom. The linen closet is stocked with an inflatable mattress and beach towels. The kitchen is equipped with a microwave, stove, oven, toaster, blender, coffee-machine and a brand new dishwasher, new sink and faucet.The living area and master bedroom feature sliding glass doors to the canal. Wake up and step out into the balcony overseeing the canal and breath in the tropical breeze while listening to the palms sway. Have morning coffee or tea in our patio table and keep an eye open for the marine life that tends to drift down the canal. The living room has a smart 65” TV and we offer 600 MBPS fast sp

Located in Longboat Key, Florida, United States. "Discover Your Coastal Oasis in Longboat Key, FL" and St. Armands Area Stunning one bedroom one bath unit with just a short walk to Longboat Key Beach(Across the Street). Come enjoy beautiful Sunsets and put your toes in the sand! This unit is equipped with a full kitchen and dining area made for entertaining. Whether you are looking to enjoy a home cooked meal or order in this is the perfect setting for you to enjoy your meal. Cable TV included. King Size Luxury mattress for you to comfortably lay your head as well as a queen size sleeper in the living area. This unit will easily sleeps two guests. Short distance to the beautiful St. Armands Circle packed with unique luxury shopping, entertainment and the best restaurants in Sarasota. Travel, Relax, Live! This unit is sure to satisfy all of your vacation needs.

Located in Longboat Key, Florida, United States. 3 brm pool home on Longboat Key by FVC Enchantment – Proudly Offered and Professionally Managed by FL Vacation ConnectionNestled along a serene canal, this stunning home offers three bedrooms plus a cozy den/family room, all set on a beautifully landscaped property that truly lives up to its name. The gardens are a tropical paradise, with lush, vibrant greenery that creates a peaceful, enchanting retreat. Just across the street, you'll find a protected wetland, adding to the tranquility and natural beauty of your surroundings. And if that’s not enough, the pristine beach is just a short stroll away, offering you the best of both worlds.The canal-side dock invites you to embrace the coastal lifestyle—whether you're fishing, launching a kayak, or simply savoring the serene water views.Outdoor living is a dream here, with a screened lanai that features a sparkling blue saltwater pool, perfect for cooling off or lounging in the sun. Whether you're dining alfresco, catching up on a good boo

Located in Longboat Key, Florida, United States. Cedars East #605 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 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).Resort Features: On-site Office, Heated Junior Olympic Swimming Poo