Best Rental Prices in Longboat Key, FL
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We have partnered with a major provider for Vacation Rentals by Owner, directly through Vacation Places To Stay. There are many home rentals to choose from, and we now have the selection and value to offer our visitors going to Longboat Key, FL. Browse hundreds of Homes and Condos with Wi-Fi, Pool, Oceanview, Beachfront and other amenities they have to offer.
The Shore #211
The Shore #211: 2 BR / 2 BA Condo on Longboat Key with RVA, Sleeps 4
RVA asks that you imagine the wonderful sunsets you can capture right from your own balcony at The Shore. Located directly on the shore of the Gulf of Mexico, you never have to travel far to enjoy the beach. Amenities include a heated pool, full serv ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Longboat Key, FL
Sea Grape Inn #1-Beautiful BEACHFRONT property, steps from ocean.
Sea Grape Inn #1-Beautiful BEACHFRONT property, steps from ocean.
LOCATION, LOCATION, LOCATION! Tastefully updated condo directly on the Gulf of Mexico. Brand new tile floors, fresh paint throughout and stylish furnishings! Updated in 2018, this stunning 2 bedroom 2 bath condo boasts the prime location at the com ....
2 Bedroom(s)
2 Bath(s) Condo
Longboat Key, FL
Beachplace 5-301
Beachplace 5-301: 2 BR/ 2 BA Condo on Longboat Key by RVA, Sleeps 4
RVA offers two-bedroom, two-bath unit located in building 5 features some of the most beautiful Gulf front and bay front views in all of Beachplace. Located directly between the Gulf of Mexico and Sarasota Bay, you can enjoy views of both from Unit 5 ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Longboat Key, FL
Cedars East #509
Cedars East #509: 2 BR / 2.5 BA Townhouse on Longboat Key by RVA, Sleeps 4
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 s ....
2 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 4
Longboat Key, FL
Silver Sands #255
Silver Sands #255: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
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 beac ....
1 Bedroom(s)
1 Bath(s) Condo - Sleeps 4
Longboat Key, FL
Cedars East #660
Cedars East #660: 2 BR / 2 BA Townhome on Longboat Key by RVA, Sleeps 6
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 s ....
2 Bedroom(s)
2 Bath(s) Vacation Rental - Sleeps 6
Longboat Key, FL
La Playa 202D
Picture this from your lanai or sundeck: Palm trees, beach, turqoise Gulf of Mexico...
Beachfront 3 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 ....
3 Bedroom(s)
2 Bath(s) Condo
Longboat Key, FL
LaPlaya 205D
Spectacular sunsets and sunbathing from your private Gulf-front lanai or sundeck.
Beachfront 3 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 ....
3 Bedroom(s)
2 Bath(s) Condo
Longboat Key, FL
Silver Sands #241
Silver Sands #241: 1 BR / 1 BA Resort on Longboat Key by RVA, Sleeps 4
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 beac ....
1 Bedroom(s)
1 Bath(s) Condo - Sleeps 4
Longboat Key, FL
LaPlaya 109A
Enjoy the balmy Gulf breezes in this corner end unit right on the beach!
Beachfront 2 Bedroom, 2Bath 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 ....
2 Bedroom(s)
2 Bath(s) Condo
Longboat Key, FL
Silver Sands #245S
Silver Sands #245S: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
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 beac ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Longboat Key, FL
Longboat Key 51
Spacious 3 bedroom 2.5 bath villa with private pool in Bay Isles of Longboat Key!
Nestled behind the gates of the prestigious Bay Isles of Longboat Key, this spacious 3 bedroom, 2.5 bath villa is a perfect seasonal getaway. Gorgeous views of the Habourside Course of the Longboat Key Club from the private swimming pool. This home o ....
3 Bedroom(s)
3 Bath(s) Villa
Longboat Key, FL
The Beach on Longboat Key #101
The Beach on Longboat Key #101: 1 BR + Den / 2 BA Resort on Longboat Key by RVA, Sleeps 6
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 dire ....
1 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Longboat Key, FL
Players Club Condo
Beautiful Beachfront Condo Longboat Key
Spacious, sunny, recently updated 2 bedroom/ 2 bathroom apartment, in the exclusive Players Club Condominium, located directly on the private, powdery-white Longboat Key Beach. The 4th floor unit has a spectacular view stretching from the condo’s ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 4
Longboat Key, FL
Longboat Key 65
Tranquil paradise in Country Club Shores with walking distance to beach!
3 bedroom/2 bath Tranquil Paradise in Country Club Shores, Walk to Private Gulf Beach ​​​​​​​ Wake up each morning to water views of Sarasota Bay in this newly refurnished tropical romantic paradise situated on a deep water canal in sou ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Longboat Key, FL
Spanish Main Yacht Club
55+ Community With Pool, clubhouse and deeded beach
Our villa has 2 bedrooms, 2 bathrooms, living/ dining room, full kitchen and two bonus rooms. Spanish Main Yacht Club is on the bay which comes into the center of the community via a beautiful marina - manatees and dolphins often stop by! .Our unit i ....
2 Bedroom(s)
2 Bath(s) Cottage - Sleeps 4
Longboat Key, FL
Longboat Key 39
Charming and pet friendly 2 bedroom 2 bath vacation home in Longboat Key!
Charming and Pet Friendly vacation home. Located in the Long Beach Village, the Historic Community on Longboat Key, just 5 minutes to beach access or bay. This 2 bedroom, 2 bath single family vacation home is non-smoking, turnkey furnished and equipp ....
3 Bedroom(s)
2 Bath(s) Vacation Rental
Longboat Key, FL
Longboat Key 25
Enjoy breathtaking direct Gulf views from this 2nd floor condo at Longboat Terrace!
Breathtaking Direct Gulf views from this second floor condo at Longboat Terrace. This two bedroom, two bath has everything you need to make this your home away from home. Both the master and guest suites have their own private baths and balconies. En ....
2 Bedroom(s)
2 Bath(s) Condo
Longboat Key, FL
Beach Castle Resort #11
Beach Castle #11: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
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-perf ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 6
Longboat Key, FL
Outrigger #7
Outrigger Resort #7: 1 BR / 1 BA Condo on Longboat Key by RVA, Sleeps 4
RVA features a narrow footpath through the native scenery leads you to the private Gulf of Mexico beach at the Outrigger Resort. The Outrigger grounds offer coin-operated laundry facilities, BBQ areas, and direct beach access. This unit is perfect ge ....
1 Bedroom(s)
1 Bath(s) Condo - Sleeps 4
Longboat Key, FL
CEDARS EAST 840
Pet Friendly Townhome in Popular Cedars Resort
$1,000/WEEK SUMMER / FALL RENTAL RATE (plus tax and fees) - BAYSIDE TOWNHOUSE in Cedars East Tennis Resort. Spacious 2-bedroom, 2-1/2 bath turnkey furnished townhouse with gorgeous Bay views. Ground level parking garage with storage, 2nd level is ....
2 Bedroom(s)
7 Bath(s) Townhome
Longboat Key, FL
Longboat arms
Wonderful End Condo With Full Awesome Bayview 1 Minute Walk To The Great Beach
This is a wonderful 2 bedroom+ 2 bathroom condo on Longboat key, on the third -End Level with awesome bay view. Watch Manatees, Dolphins and wildlife from almost any place in that condo. The perfect condo for your vacation or snowbirds. Rental min ....
2 Bedroom(s)
2 Bath(s) Condo - Sleeps 3
Longboat Key, FL
The Beach on Longboat Key #220
The Beach on Longboat Key #220: HOTEL / 1 BA Resort on Longboat Key by RVA, Sleeps 2
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 dire ....
1 Bedroom(s)
1 Bath(s) Vacation Rental - Sleeps 2
Longboat Key, FL
OCEAN FRONT SPECIAL FROM $99
*OCEAN FRONT SPECIAL FROM $99 * Sep - Dec
~ DIRECT BEACH FRONT CONDO ~ *OCEAN FRONT SPECIAL FROM $99 * Sep - Dec . The Beach on Longboat Key-Gulf Front Condo. This beautiful beach front condo features a modern motif, designer decor, beautifully landscaped, with sophisticated charm and a c ....
1 Bedroom(s)
1 Bath(s) Condo - Sleeps 2
Longboat Key, FL
Waterside Home
Waterside Home: 3 BR + Den / 2 BA House on Longboat Key by RVA, Sleeps 6
Welcome to Waterside Home - a blue, stilted home on residential Norton Street. This quiet neighborhood on the northern-end of the island of Longboat Key is known for it's peaceful views and serenity. One visit and you will quickly discover why area r ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 6
Longboat Key, FL
Turtle Crawl Inn Condo 401
180 Panoramic beach View and amazing Sunset.
GULF FRONT - ON THE SAND SPECTACULAR GULF VIEWS AND SUNSET VISTAS! The Turtle Crawl Inn encompass all that is hallmark to a Gulf front vacation. Many others on the island claim to be Gulf front, but actually include a view only from a certain vantag ....
1 Bedroom(s)
1 Bath(s) Condo - Sleeps 6
Longboat Key, FL
Longboat Key 68
Luxury beach front town home with amazing views of the Gulf from every level!
Modern Beachfront townhome available on Longboat Key! This 3 story home has been beautifully updated and comes turnkey furnished for your convenience. This 3 bedroom, 3 bath vacation home comfortably sleeps 6. The spacious master suite is on its own ....
3 Bedroom(s)
3 Bath(s) Townhome
Longboat Key, FL
Longboat Key 29
Luxury Rental home with private pool in Longboat Key available weekly!
Luxury Rental Home on Longboat Key. Newly built 4 bedroom, 4.5 bath single family home with a private attached guest suite. This home has many luxury details including the gourmet kitchen which is equipped with a wet bar and all WOLF appliances, SUBZ ....
4 Bedroom(s)
5 Bath(s) Vacation Rental
Longboat Key, FL
Find Affordable Longboat Key Hotels & Vacation Rentals
Plan your Longboat Key Florida Vacation here and get the best value possible for the trip! Find affordable Resort Hotels with oceanfront condo rentals, pool and much more. We have a great selection of 2,3 or 4 bedroom villas, condos or cottages that offer you the best available places to stay in Longboat Key, Florida. Our Vacation Rentals, including Pet Friendly Rentals, let you get the most from your vacation in Tampa Bay Area.
Vacation Rentals Nearby Tampa Bay Destinations
Find nearby vacation rentals and some of the Best Hotels with cheap rates in Longboat Key, FL for you visit to the area, all a short drive to Longboat Key, Florida. Spend quality time with your family and friends with cheap hotel rates you can afford, visit the nearby beaches for nightlife, entertainment and a wide variety of beach activities. Hundreds of properties to choose from, search for availability, photos, descriptions and best price.