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.
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
Outrigger #8
Outrigger Resort #8: 1 BR / 1 BA Condo on Longboat Key by RVA, Sleeps 2
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. Relax by the heated com ....
1 Bedroom(s)
1 Bath(s) Condo - Sleeps 2
Longboat Key, FL
Vacation Home
Relax. Unwind. Enjoy! Spectacular Beachfront Condo
Literally touching the sand, this spectacular condo is right on the beach! The views take your breath away the minute you walk through the front door. Feel the sun on your face, wind in your hair as you walk out onto the sand from the first-floor p ....
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
Longboat Key 45
Lovely updated condo at SeaPlace! Just steps from the beach!
Tropical Oasis at Seaplace on Longboat Key. This two bedroom, two bath condo is located on the Gulf of Mexico and is your perfect home away from home. Master bedroom features a King sized bed, hurricane shutters and a large walk-in closet. The guest ....
2 Bedroom(s)
2 Bath(s) Condo
Longboat Key, FL
Seaside Paradise
Seaside Paradise: 3 BR / 2.5 BA House on Longboat Key by RVA, Sleeps 6
RVA offers island living at Seaside Paradise. This charming 3-bedroom, 2.5-bathroom vacation home sits directly on the Gulf of Mexico waters and encompasses all that you would picture in a cozy beach cottage. Located directly on the white sandy beach ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 6
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
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 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
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
LaPlaya 201C
Breathtaking Gulf panorama from this corner unit with private stairway to the beach!
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
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
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
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
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
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
Beach Castle Resort #2
Beach Castle #2: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
Between the azure blue of the Southwest Florida skies, and the turquoise Gulf of Mexico waters sits Beach Castle Resort on Longboat Key. A true beach-to-bay community, Beach Castle rests on one of the narrowest points of this prestigious island, allo ....
2 Bedroom(s)
2 Bath(s) Condo - 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
Cedars East #862
Cedars East #862: 2 BR / 2.5 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)
3 Bath(s) Vacation Rental - Sleeps 6
Longboat Key, FL
Silver Sands #240
Silver Sands #240: 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
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
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
Endless Summer
Endless Summer: 3 BR / 3 BA House on Longboat Key by RVA, Sleeps 9
RVA presents Endless Summer on the exclusive island known for its tasteful luxury and secluded vacations. This three-bedroom, three-bathroom vacation home sits in the popular community of Country Club Shores and is directly on a canal that leads to t ....
3 Bedroom(s)
3 Bath(s) Vacation Rental - Sleeps 9
Longboat Key, FL
539 Forest Way, Cedars Resort
Fun and Elegance In Longboat Key - Beautiful Townhome, Exceptional Reviews!
Dreaming of a vacation on the world-renowned powder white sands of beautiful Longboat Key? This is the perfect location at Cedars Tennis Resort - just steps away from the beach. An included benefit for our guests is that we provide full membership p ....
2 Bedroom(s)
3 Bath(s) Townhome - Sleeps 2
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
Islander Club - On the beach
Islander Club - Waterfront- Amazing vacation 2bdr/2bathroom apartment
Wonderful 2 bedroom 2 bath apartment directly on the beach. This 3rd floor Islander Club condo is in perfect condition and has everything needed for an extended or winter stay. Master bedroom suite with king size bed has access to both balcony and o ....
2 Bedroom(s)
2 Bath(s) Apartment
Longboat Key, FL
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 ....
2 Bedroom(s)
2 Bath(s) Condo
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.