Longboat Key, Florida Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Longboat Key, Florida on RentalSaver.com!

Longboat Key Rentals

From $217 per night (USD)
VRBO
Charming Longboat Key Bungalow with beach access minutes away…
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Looking for an “island style getaway” this is it! Walk to private beach minutes away or head next-door to the beautiful ...
From $217 per night (USD)
VRBO
From $655 per night (USD)
Expedia
Benvenuto a Casa by FVC
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to Your Exclusive Oasis: Elegant 4-Bed, 5-Bath Waterfront Sanctuary Imagine waking up every day in your personal ...
From $655 per night (USD)
Expedia
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VRBO
2 Bedroom Beachfront Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A luxurious beachfront condominium professionally managed by Florida Vacation Connection is located on the world-renowne ...
Click For Pricing
VRBO
From $414 per night (USD)
Expedia
Beachfront 2 BR Corner Unit at Beachplace 1-401 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A luxurious beachfront condominium professionally managed by Florida Vacation Connection is located on the world-renowne ...
From $414 per night (USD)
Expedia
From $126 per night (USD)
VRBO
Seaplace M1 105 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Professionally managed and offered by FL Vacation Connection. This is a wonderful unit at Seaplace that has been attrac ...
From $126 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Grand Bay 2 BR / 2 BA Condo on LBK by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Proudly offered by FL Vacation Connection, your gorgeous resort-like getaway awaits in this tastefully designed 2BR resi ...
From $211 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Seaplace G4 309 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Professionally managed and offered by FL Vacation Connection. Seaplace is a wonderful community with two swimming pools ...
From $147 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Steps to the Gulf of Mexico, luxurious space with pool, AC, and WIFI
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Longboat Key Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $283 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Enjoy The Perfect Condo, 3 minutes to Beach with Pool Access on Longboat Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Perfect Condo by AMI Locals Longboat Key Beachfront Vacation Retreat Welcome to The Perfect Condo, your ideal get ...
From $178 per night (USD)
VRBO
From $452 per night (USD)
Expedia
2 Br/2Ba Gulf Front Condo w/ private beach access, on Long Boat Key, Florida
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover the beauty of Longboat Key from this 2-bedroom condo. Beautiful, 2 Br/2Ba renovated Gulf Front Condo with gorge ...
From $452 per night (USD)
Expedia
From $224 per night (USD)
VRBO
Beautiful 2BR Beachfront Walkout at Beachplace 9-102 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A beachfront condominium managed by Florida Vacation Connection is located on the world-renowned Longboat Key and only m ...
From $224 per night (USD)
VRBO
From $185 per night (USD)
Expedia
2 Bedroom 5th Floor Gulf View Condo in Beachplace by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this lovely 5th floor unit at Beachplace is ready for you to enjoy. Feel free to pla ...
From $185 per night (USD)
Expedia
From $197 per night (USD)
VRBO
Updated Gulf View 2 Bedroom Corner Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Professionally managed and offered by FL Vacation Connection. Guest will enjoy this corner unit that was renovated in 2 ...
From $197 per night (USD)
VRBO
From $422 per night (USD)
Expedia
Updated 2 Bedroom Condo With Views by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Florida Vacation Connection offers this well-maintained and comfortable two-bedroom, two-bathroom condo at the highly so ...
From $422 per night (USD)
Expedia
From $209 per night (USD)
VRBO
2 BR / 2 BA Direct Beach Access In Beachplace by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A luxurious beachfront condominium managed by Florida Vacation Connection is located on the world-renowned Longboat Key ...
From $209 per night (USD)
VRBO
From $150 per night (USD)
Expedia
2 Bedroom Condo With Lanai Exit On Longboat Key By FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Florida Vacation Connection offers this well-maintained and comfortable two-bedroom, two-bathroom condo at the highly so ...
From $150 per night (USD)
Expedia
From $378 per night (USD)
VRBO
Inn on the Beach 7304 by FVC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Your Longboat Key Retreat with Sleepy Lagoon Views by FVC Experience the pinnacle of coastal living in this beautifully ...
From $378 per night (USD)
VRBO
From $369 per night (USD)
Expedia
Bayview Paradise by FVC
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Bayview Paradise managed by Florida Vacation Connection. This spacious 4 bedroom/ 3 full baths private pool ...
From $369 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Beachfront 2BR 2 BA at Players Club by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Players Club is a beachfront property located at the south end of Longboat Key. It is well known as an active tennis co ...
From $153 per night (USD)
VRBO
From $451 per night (USD)
Expedia
Mark III Beachfront Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Wonderful location on Longboat Key. Located mid-Key, just a short distance north of Publix, right on the beach. Longboat ...
From $451 per night (USD)
Expedia
From $297 per night (USD)
VRBO
SeaPlace M2 512 by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Penthouse Paradise on Longboat Key – Beachfront Luxury Steps from the St. Regis Experience unparalleled coastal eleganc ...
From $297 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Beachfront 2BR / 2 BA at Salty Acres on LBK by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
FL Vacation Connection presents Salty Acres - a small, picturesque, beachfront community on Longboat Key. This unit h ...
From $239 per night (USD)
Expedia
From $250 per night (USD)
VRBO
Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2/2 directly on the bay!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2/2 directly on the bay! Gorgeous views ...
From $250 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Pool, Dock & Close to Beach– Florida Fun Starts Here: Marbury Lane LBK by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your perfect getaway on Longboat Key, FL! This stunning three-story vacation home is a dream come true for fa ...
From $478 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Luxury Waterfront Longboat Key Home Steps to Beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Located in Longboat Key, enjoy what this 3-bedroom house has to offer. View With 1 full bed and 2 king beds, guests can ...
From $492 per night (USD)
VRBO
From $654 per night (USD)
Expedia
Charming 3-bedroom house with AC and WiFi in fantastic Longboat Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Make yourself at home in this brilliant 3-bedroom Longboat Key retreat. With a king bed, queen bed, full bed, and twin b ...
From $654 per night (USD)
Expedia
From $702 per night (USD)
VRBO
Luxury on the Sand – Large Oceanfront Condo La Playa #202D by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Experience the coastal charm of Longboat Key at our newest addition: La Playa, Unit 202D. This oceanfront getaway offers ...
From $702 per night (USD)
VRBO
From $974 per night (USD)
Expedia
3-bedroom, 3 bath condo in beautiful Longboat Key. Beachfront views w/ pool.
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Unit #221S - Spacious & Upgraded 3-Bedroom Beachfront Condo on Longboat Key Experience the perfect blend of comfort and ...
From $974 per night (USD)
Expedia
From $174 per night (USD)
VRBO
Gulf of Mexico Direct Gulf View Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your perfect Gulf Coast getaway! This stunning 2-bedroom, 2-bathroom condo offers breathtaking, direct views ...
From $174 per night (USD)
VRBO
From $142 per night (USD)
Expedia
Longboat Key waterfront condo-a short walk to the beach & bay!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Relax at this delightfully peaceful waterfront condo on the beautiful island of Longboat Key. A short 5-minute walk to o ...
From $142 per night (USD)
Expedia
From $156 per night (USD)
VRBO
Coastal Living at Its Finest
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to Beach Harbor Club on Longboat Key, where unforgettable experiences await! Start your day with a sunrise over ...
From $156 per night (USD)
VRBO
From $475 per night (USD)
Expedia
Beachplace 8-603 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
COMING SOON Experience Coastal Elegance at Beachplace Penthouse Welcome to Your Dream Beachfront Retreat! Discover th ...
From $475 per night (USD)
Expedia
From $163 per night (USD)
VRBO
2 Bedroom Beach View Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to paradise in this newly renovated 2-bedroom, 2-bathroom beachfront condo at Seaplace on Longboat Key, managed b ...
From $163 per night (USD)
VRBO
From $424 per night (USD)
Expedia
Beach View Condo-Quiet & Secluded Private Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax with your loved ones at this quiet, beachfront condo at the Beach Castle Resort with views of the Gulf of Mexico f ...
From $424 per night (USD)
Expedia
From $187 per night (USD)
VRBO
2 Bedroom townhome Seaplace by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
NEW LISTING. This home located in the sought after Seaplace community has a very personal feel to it and the beach is st ...
From $187 per night (USD)
VRBO
From $310 per night (USD)
Expedia
Full Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
** Welcome to our beachfront Longboat Key condo! If you’re looking for a special two-bedroom, two-bathroom retreat wit ...
From $310 per night (USD)
Expedia
From $331 per night (USD)
VRBO
The Pierre 507 by FGC
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
2 bedroom + Den and 3 bathrooms with views of the Beach of Longboat Key. Prestigious entrance to the Pierre through the ...
From $331 per night (USD)
VRBO
From $289 per night (USD)
Expedia
Beachplace 3 - 302 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Exquisite beach and Gulf view unit on the 3rd floor of building 3. Beautifully appointed 2 bedroom, 2 bath unit with m ...
From $289 per night (USD)
Expedia
From $212 per night (USD)
VRBO
Beachplace 3 - 503 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful beachfront unit on the 5th floor with pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath uni ...
From $212 per night (USD)
VRBO
From $355 per night (USD)
Expedia
581 Yardarm Lane by FGC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Rental located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 ...
From $355 per night (USD)
Expedia
From $165 per night (USD)
VRBO
Beachplace 4 - 304 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful beachview unit on the 3rd floor with lake view and Gulf views. Beautifully appointed 2 bedroom, 2 bath unit w ...
From $165 per night (USD)
VRBO
From $427 per night (USD)
Expedia
The Village Bungalow of Long Beach in Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
Consider this duplex-bungalow your home away from home while you visit Longboat Key. The duplex-bungalow set up offers i ...
From $427 per night (USD)
Expedia
From $556 per night (USD)
VRBO
Grand Waterfront Home–Private Pool & Dock Access Emerald Bay in LBK by RVA
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to paradise in this stunning waterfront vacation home located in the coveted Emerald Harbor neighborhood. Perfect ...
From $556 per night (USD)
VRBO
From $1009 per night (USD)
Expedia
St. Regis #507: 1 BR, 1.5 BA Condominium in Longboat Key, Sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natu ...
From $1009 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Gorgeous 2 bedroom, 3 level townhouse on bay, next to beach, mid Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Kick back in this calm stylish place. In Cedars East across from the beach and on the bay, on Longboat Key, simply in pa ...
From $349 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Luxurious Oceanfront Sanctuary - St. Regis Resort, Longboat Key - Serenity Oasis
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome Serenity Oasis! Professionally managed by Gulf Coast Vacation Rentals. Your paradise at The Residences at the St ...
From $589 per night (USD)
Expedia
From $279 per night (USD)
VRBO
Gulf-Front Grandeur in Longboat Key – Luxurious & Spacious Condo #102 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Gulf-Front Elegance on Longboat Key – 2 Bed, 2 Bath Beachfront Condo Welcome to your private slice of paradise on the e ...
From $279 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Bay Views from a Condo in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Summary: Enjoy panoramic views of the Gulf and Sarasota Bay from this beautifully furnished condo in the heart of Longbo ...
From $423 per night (USD)
Expedia
From $459 per night (USD)
VRBO
Charming 2-bedroom condo in fabulous Longboat Key with AC, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Nestled in Longboat Key, this delightful condo offers 2 bedrooms with 1 queen bed and 1 king bed. The 2 bathrooms are eq ...
From $459 per night (USD)
VRBO
From $347 per night (USD)
Expedia
Condo with a View 4: Top Floor, Oceanfront!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This sublime oceanfront condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Lo ...
From $347 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Luxury Beachfront Retreat on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Escape to paradise at this spacious home retreat on Longboat Key! - 2 bedrooms and 2 bathrooms, accommodating ...
From $235 per night (USD)
VRBO
From $423 per night (USD)
Expedia
Beachfront Condo with Panoramic Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Summary: Enjoy stunning Gulf, Bay, and skyline views from this beautifully updated 2-bed, 2-bath condo. Features include ...
From $423 per night (USD)
Expedia
From $246 per night (USD)
VRBO
Beachfront Condo On Longboat Key - First Floor
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Direct waterfront on Longboat Key. Unobstructed views of the Gulf of Mexico. This first-floor beachfront condo has every ...
From $246 per night (USD)
VRBO
Click For Pricing
Expedia
Beachfront condo in Longboat Key with pool, fitness room, WiFi, & more!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beachfront Bliss at Veranda Beach Club – Longboat Key, FL Escape to the tranquil shores of Longboat Key with this beaut ...
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Expedia
From $948 per night (USD)
VRBO
Upscale Canal Home – Private Pool & Boat Dock: Hideaway Bay in LBK by RVA
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Escape to paradise at Hideaway Bay, a luxurious 4-bedroom, 5-bathroom canal-front home nestled in the exclusive Longboat ...
From $948 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Gulffront Elegance | Renovated 1BR Condo w/ Direct Beach Access & Sunset Views
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Summary: Experience refined coastal living in this beautifully renovated ground-floor 1-bedroom condo on Longboat Key. E ...
From $272 per night (USD)
Expedia
From $335 per night (USD)
VRBO
Available now through the end of the year, off season only
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Available now through the end of the year, off season only. Welcome to coastal elegance at Tangerine Bay Club, where swe ...
From $335 per night (USD)
VRBO
From $310 per night (USD)
VRBO
Updated 2-bedroom pet friendly condo with stunning Bay views in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to this beautifully updated penthouse 4th floor condo (with elevator access) overlooking the Sarasota Bay in Lon ...
From $310 per night (USD)
VRBO
From $172 per night (USD)
VRBO
Buttonwood Cove 302C by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
FL Vacation Connection welcomes you to this amazing waterfront top-floor condo on Sarasota Bay! Professionally remodeled ...
From $172 per night (USD)
VRBO
From $242 per night (USD)
Expedia
Tennis Beach Resort - Club Longboat
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Updated top-floor 2 Bedroom + Den with a pullout sleeper with stunning water views from nearly every room. Enjoy the pri ...
From $242 per night (USD)
Expedia
From $261 per night (USD)
VRBO
Seaplce G7-405 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Professionally managed and offered by FL Vacation Connection. Seaplace is a wonderful community with two swimming pools ...
From $261 per night (USD)
VRBO
From $246 per night (USD)
VRBO
Longboat Key Oversized 2/2 Bayport Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Longboat Key Bayport unit. Oversized 2 bed/2 bath with beautiful finishes and upgrades. Very quiet and private on the ...
From $246 per night (USD)
VRBO
From $955 per night (USD)
VRBO
Perfect Beach View Large 2 bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Short Term Stays available Imagine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodele ...
From $955 per night (USD)
VRBO
From $489 per night (USD)
VRBO
Luxury Gulf Views 3 bedroom condo! Paradise awaits you!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your luxurious Gulf-front retreat at En Provence! This stunning 3-bedroom, 3.5-bathroom condo offers 3400 squ ...
From $489 per night (USD)
VRBO
$Tranquil Waterfront home- Water, peace, sunshine, & sand, this is your place. \n$
From $260 per night (USD)
VRBO
Tranquil Waterfront home- Water, peace, sunshine, & sand, this is your place. \n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you like water, peace, sunshine, and sand, this is your place. Country Club Shores is one of the few single-family ...
From $260 per night (USD)
VRBO
From $250 per night (USD)
VRBO
Longboat Key North Shore, BEAUTIFUL PRIVATE BEACH 1.5 blocks away.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Best beaches on the gulf coast are right here. This is a private 2 bed/2 bath beach cottage with a tropical backyard and ...
From $250 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Luxurious bungalow in Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to the newest Double Rainbow International property, Suncoast Shangrila! Suncoast Shangrila offers a private, l ...
From $299 per night (USD)
VRBO
From $378 per night (USD)
VRBO
Longboat Key Beachfront Resort with Tennis by Gulfcoast Holiday Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a newly remodeled beachside vacation rental condo featuring 3 bedrooms and 2 bathrooms, just steps from the sandy ...
From $378 per night (USD)
VRBO
From $281 per night (USD)
VRBO
Longboat Key - 2 bed/ 2 bath with Sarasota Bay views and just mins to the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Townhome 2 bedrooms, 2 bathrooms with shower and bathtub, 2 bikes, fully equipped kitchen and laundry room with washer ...
From $281 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Absolute Tranquility by FVC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Professionally managed by Florida Vacation Connection, Absolute Tranquility is your perfect escape to luxury and peace. ...
From $644 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Cedars East Getaway – Tennis, Sunshine & Gulf Breezes - Unit #507 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cedars 507 has been recently renovated by its new owners, from top to bottom. It has an open, airy floor plan with high ...
From $309 per night (USD)
VRBO
From $646 per night (USD)
VRBO
Longboat Key, canal 2 bed 2 bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
1 month stay required during seasonal months and 2 week stay required for out of season months. Charming, waterfront L ...
From $646 per night (USD)
VRBO
From $402 per night (USD)
VRBO
Gorgeous Gulf views and a beachfront location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
From the moment you walk in the door of this 2 1/2 bedroom, 2 bath beach front condo you will know you made the right ch ...
From $402 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Stunning Gulf views - Gorgeous, Spacious, Just 5 steps to the sand!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just you and the Gulf! Enjoy breathtaking sunsets from this, 1,488 sq. ft., beautiful 2 bedroom, 2 bath direct Gulf walk ...
From $420 per night (USD)
VRBO
From $270 per night (USD)
VRBO
Longboat Key bliss. A perfect Retreat at Cabana Beach Club #9.Also available#8
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Discover Your Dream Escape at Cabana Beach Club Unit 9 on Longboat Key! Welcome to your newly remodeled Gulf-side retre ...
From $270 per night (USD)
VRBO
From $309 per night (USD)
Expedia
Wonderful Canal Front Condo! See Manatees Right From Your Doorstep!Cabana #10
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Very private , renovated condo directly on the bay! See manatees right from your doorstep! This very well maintained, ...
From $309 per night (USD)
Expedia
From $138 per night (USD)
VRBO
COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
HOUSE HOLDS 8 GUESTS KITCHEN HAS UPDATED APPLIANCES FULLY EQUIPPED WITH UTENSILS DINING ROOM 4 BEDROOMS 3 BATHROOMS 2 WA ...
From $138 per night (USD)
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From $761 per night (USD)
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Waterfront Coastal 3 BR/3 BTH w/ Pool, 50ft. Boat Dock, Walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, ...
From $761 per night (USD)
VRBO
From $298 per night (USD)
VRBO
Secluded Bayside Gem with Spectacular Views!!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Reservations for this property have to be in full week intervals Sat-Sat check in /out. During peak season Jan-April we ...
From $298 per night (USD)
VRBO
From $428 per night (USD)
VRBO
Unit #309 great rates, 2 Bed 2 Bath, view of ocean, steps to the sandy beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located directly on the white sandy beach of the Gulf of Mexico. Sand Cay Beach Resort is a jewel on the luxurious isla ...
From $428 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Beautiful private beach and backyard pool at our restored Old Florida house!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Beach cottage on a double lot with fenced yard on Long Boat Key Barrier Island. This 3 bedroom two full bath 50s ranch w ...
From $299 per night (USD)
VRBO
From $548 per night (USD)
VRBO
Beautiful Beach Island Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
This stunning property is a large two-story home on Longboat Key with private deeded beach access, pool, hot tub, dock, ...
From $548 per night (USD)
VRBO
From $247 per night (USD)
VRBO
Updated Modern condo just 50 steps from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SEAPLACE CONDOMINIUM - Bright and sunny condo 50 steps to beach. G-1 is building closest to beach. Seaplace is a resort ...
From $247 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Beachfront Villa on Serene Gulf of Mexico
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
LongBoat Key wins Conde Nast Traveler Award _______________________________________ **Unit has its own Full sized was ...
From $560 per night (USD)
Expedia
From $612 per night (USD)
VRBO
Island Village Main + Guest House - Steps from the Sand
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Perfect for families who enjoy each other's company but require a bit more space. Guest house features a remodeled kitc ...
From $612 per night (USD)
VRBO
From $267 per night (USD)
VRBO
Gorgeous Beachfront ~ Spacious & Updated 2/2 ~ Heated Saltwater Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This luxury beach getaway is waiting for you to enjoy. It is directly overlooking the beautiful shores and sparkling tu ...
From $267 per night (USD)
VRBO
$Country Club Long Boat Key Beach Villa 2B 3BA Pool\nNo Hurricane Damage$
From $235 per night (USD)
VRBO
Country Club Long Boat Key Beach Villa 2B 3BA Pool\nNo Hurricane Damage
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Villa is 15 steps from your own private sugar sand bay beach. Cedars East Resort is a unique vacation getaway nestled w ...
From $235 per night (USD)
VRBO
From $438 per night (USD)
Expedia
Beach Bungalow: Pet Friendly, Best Canal, Dock, Beach, Pool. Renovated in 2025
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful and spacious 3 bedroom house underwent a total renovation in 2025, it's brand new. Located on one of the ...
From $438 per night (USD)
Expedia
From $261 per night (USD)
VRBO
BEACH Front- RARELY AVAILABLE REMODELED - DISCOUNTED 2026! Steps to Saint Regis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 Bedrooms, 2 bathroom, gulf side, private beach, white sand, kid friendly, elevator Welcome to our beach side condo, wh ...
From $261 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Beachcomber unit 203
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly Refreshed Beach Condo - Unit 203 Welcome to our beautifully redesigned and refreshed condo. In Novemb ...
From $253 per night (USD)
Expedia
From $392 per night (USD)
VRBO
Beachcomber unit 608
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom; 2 bath (showers only) sixth floor condo overlooking the Gulf of Mexico Beach front units are ava ...
From $392 per night (USD)
VRBO
From $440 per night (USD)
Expedia
Renovated Beachplace 3 BR Beachfront by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachplace Condo: A 3-Bedroom Modern Oasis on Longboat Key by FVC Step into the epitome of modern beachfront living wit ...
From $440 per night (USD)
Expedia
From $368 per night (USD)
VRBO
DOG FRIENDLY and PERFECT LBK LOCATION
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
*Calendar not always updated. Messege me for specific dates. Newly ren ...
From $368 per night (USD)
VRBO
From $663 per night (USD)
VRBO
3 BEDROOM DIRECT OCEAN VIEW, WALKOUT TO THE BEACH!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Priority for inquiries bundling Jan AND Feb TOGETHER. No half months please. February alone is not available. FULL WA ...
From $663 per night (USD)
VRBO
From $390 per night (USD)
VRBO
Full Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Live life on the beach---Private parking included! Beachplace is one of Longboat Key's premier vacation rental location ...
From $390 per night (USD)
VRBO
From $402 per night (USD)
VRBO
Beautiful 3 bedroom beach front condo
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to our beautiful beachfront, three bedroom, 2 bath, first floor condo. Our condo has been recently remodeled to ...
From $402 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Beautiful penthouse with Gulf of Mexico and beach views
Bedrooms:
2
Bathrooms:
2
Sleeps:
2
Beautiful beach views and sunsets from the 3rd floor of this newly renovated penthouse with 2 spacious bedrooms,2 bathro ...
From $294 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Beach and Garden View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Come enjoy the Beach - Private parking included. Beautiful beachview unit on the 3rd floor with a Beach and Lake view. B ...
From $189 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Seaplace on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The Unit: Newly renovated and fully furnished 2 bedroom and 2 bathroom condo. Located on beautiful Longboat Key on the ...
From $258 per night (USD)
VRBO
From $336 per night (USD)
VRBO
2BR King & Queen Gulf-front Luxury at Private Whitney Beach Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Vacation in comfort in unit 310 at tranquil Whitney Beach Gulfside a two story, pet free resort with heated pool and EV ...
From $336 per night (USD)
VRBO

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