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 $235 per night (USD)
VRBO
Turtle Walk - Walk to Gorgeous Beach! WALK to 12 different Restaurants!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private BEACH Access! *Designer Renovation* Single level, 4 min walk to Bright White Quartz Sand, Welcome to UPGRADED BE ...
From $235 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Bayport-826 in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
BAYPORT BEACH AND TENNIS CLUB - VACATION RENTAL. More photos coming soon!!! Enjoy the best of Longboat Key ...
From $167 per night (USD)
Expedia
From $205 per night (USD)
VRBO
Beachplace 11-302 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 Bedroom and 2 Bath condo located in the resort community of Beachplace Association. Faces the golf course with limit ...
From $205 per night (USD)
VRBO
From $243 per night (USD)
Expedia
2-bedroom condo with deeded beach access, in mid-island Longboat Key.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stunning bayview condo, recently updated, with deeded beach access, four pools, gym, kayak launch, billiard room, everyt ...
From $243 per night (USD)
Expedia
From $355 per night (USD)
VRBO
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 $355 per night (USD)
VRBO
From $262 per night (USD)
Expedia
Enjoy Family Fun at The Perfect Condo with Beach & Pool Access on Longboat Key!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Perfect Condo by AMI Locals Condo in Longboat Key, Florida Welcome to The Perfect Condo — Your Longboat Key Re ...
From $262 per night (USD)
Expedia
$2 Br\/2Ba Gulf Front Condo w\/ private beach access, on Long Boat Key, Florida$
From $452 per night (USD)
VRBO
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)
VRBO
From $375 per night (USD)
Expedia
Beachfront, Ground Floor: Perfect for Summer!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in e ...
From $375 per night (USD)
Expedia
$Sea Twig #102: 2 BR\/ 2 BA Condo on Longboat Key by RVA, Sleeps 4$
From $494 per night (USD)
VRBO
Sea Twig #102: 2 BR\/ 2 BA Condo on Longboat Key by RVA, Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to Sea Twig, an inviting beachfront condo nestled on the serene shores of Longboat Key. This exclusive retreat of ...
From $494 per night (USD)
VRBO
From $418 per night (USD)
Expedia
Charming Longboat Key Bungalow with private beach 5 min walk away
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Looking for an “island style getaway” this is it! Walk to your nearby, private beach, only five minutes away or head nex ...
From $418 per night (USD)
Expedia
From $508 per night (USD)
VRBO
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 $508 per night (USD)
VRBO
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Expedia
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
Expedia
From $414 per night (USD)
VRBO
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)
VRBO
From $191 per night (USD)
Expedia
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 $191 per night (USD)
Expedia
$Grand Bay 2 BR \/ 2 BA Condo on LBK by FVC$
From $212 per night (USD)
VRBO
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 $212 per night (USD)
VRBO
From $146 per night (USD)
Expedia
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 $146 per night (USD)
Expedia
From $277 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 $277 per night (USD)
VRBO
From $207 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 $207 per night (USD)
Expedia
From $584 per night (USD)
VRBO
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 $584 per night (USD)
VRBO
$2 BR \/ 2 BA Direct Beach Access In Beachplace by FVC$
From $230 per night (USD)
Expedia
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 $230 per night (USD)
Expedia
From $183 per night (USD)
VRBO
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 $183 per night (USD)
VRBO
From $207 per night (USD)
Expedia
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 $207 per night (USD)
Expedia
From $397 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 $397 per night (USD)
VRBO
From $148 per night (USD)
Expedia
Beachfront 2BR 2 BA at Players Club by FVC
Bedrooms:
3
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 $148 per night (USD)
Expedia
From $451 per night (USD)
VRBO
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)
VRBO
From $245 per night (USD)
Expedia
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 $245 per night (USD)
Expedia
$Beachfront 2BR \/ 2 BA at Salty Acres on LBK by FVC$
From $239 per night (USD)
VRBO
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)
VRBO
$Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2\/2 directly on the bay!$
From $257 per night (USD)
Expedia
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 $257 per night (USD)
Expedia
From $398 per night (USD)
VRBO
Marbury Lane: House on Longboat Key by RVA
Bedrooms:
3
Bathrooms:
5
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 $398 per night (USD)
VRBO
From $492 per night (USD)
Expedia
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)
Expedia
From $468 per night (USD)
VRBO
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 $468 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 $725 per night (USD)
VRBO
La Playa #202D Luxury Condo 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 $725 per night (USD)
VRBO
$3-bedroom, 3 bath condo in beautiful Longboat Key. Beachfront views w\/ pool.$
From $840 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 $840 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 $149 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 $149 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 $349 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 $349 per night (USD)
Expedia
From $150 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 $150 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Beach View Condo-Quiet & Secluded Private Beach
Bedrooms:
2
Bathrooms:
3
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 $455 per night (USD)
Expedia
From $192 per night (USD)
VRBO
2 Bedroom townhome Seaplace by FGC
Bedrooms:
3
Bathrooms:
3
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 $192 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 $346 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 $346 per night (USD)
VRBO
From $238 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 $238 per night (USD)
Expedia
From $231 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 $231 per night (USD)
VRBO
From $412 per night (USD)
Expedia
581 Yardarm Lane by FGC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located directly on a Canal with a boat lift available for use. This is a single family home that contains 2,192 sq ft a ...
From $412 per night (USD)
Expedia
From $214 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 $214 per night (USD)
VRBO
From $443 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 $443 per night (USD)
Expedia
From $606 per night (USD)
VRBO
Emerald Bay: House on Longboat Key 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 $606 per night (USD)
VRBO
From $1090 per night (USD)
Expedia
St. Regis #507: 1 BR, 1.5 BA Condominium in Longboat Key, Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natu ...
From $1090 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:
3
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 $1197 per night (USD)
Expedia
Luxurious Oceanfront Sanctuary - St. Regis Resort, Longboat Key - Serenity Oasis
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome Serenity Oasis, your paradise at The Residences at the St. Regis on Longboat Key—where luxury, elegance, and coa ...
From $1197 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Gulf Front 102 by RVA Longboat Key
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 $271 per night (USD)
VRBO
From $517 per night (USD)
Expedia
Bay Views from a Condo in Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Summary: Enjoy panoramic views of the Gulf and Sarasota Bay from this beautifully furnished condo in the heart of Longbo ...
From $517 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 $442 per night (USD)
Expedia
Available now through the end of the year, off season only
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Available now through the end of the year, off season only. Welcome to coastal elegance at Tangerine Bay Club, where swe ...
From $442 per night (USD)
Expedia
From $498 per night (USD)
VRBO
2 BR Condo Gulf Tides of Longboat Key, sleeps 6, 200 ft from beach, pool, tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover this 2-bedroom gem at Gulf Tides of Longboat Key with direct beach access right across the street. This coastal ...
From $498 per night (USD)
VRBO
From $310 per night (USD)
Expedia
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)
Expedia
From $197 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 $197 per night (USD)
VRBO
From $293 per night (USD)
Expedia
Tennis Beach Resort - Club Longboat
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Updated top-floor 2 Bedroom + Den with a pullout sleeper with stunning water views from nearly every room. Enjoy the pri ...
From $293 per night (USD)
Expedia
From $109 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 $109 per night (USD)
VRBO
From $989 per night (USD)
Expedia
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 $989 per night (USD)
Expedia
$Tranquil Waterfront home- Water, peace, sunshine, & sand, this is your place. \n$
From $271 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 $271 per night (USD)
VRBO
$Longboat Key Oversized 2\/2 Bayport Unit$
From $251 per night (USD)
Expedia
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 $251 per night (USD)
Expedia
From $1006 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 $1006 per night (USD)
VRBO
From $250 per night (USD)
Expedia
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)
Expedia
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 $362 per night (USD)
Expedia
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 $362 per night (USD)
Expedia
$Longboat Key - 2 bed\/ 2 bath with Sarasota Bay views and just mins to the beach$
From $202 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 $202 per night (USD)
VRBO
From $644 per night (USD)
Expedia
Absolute Tranquility by FVC
Bedrooms:
3
Bathrooms:
4
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 $293 per night (USD)
VRBO
Cedars East #507 Townhouse by RVA
Bedrooms:
3
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 $293 per night (USD)
VRBO
From $678 per night (USD)
Expedia
Longboat Key, canal 2 bed 2 bath
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Charming, waterfront Longboat Key surprise! This 2 bedroom 2 bath house is sure to impress. Total renovation will bring ...
From $678 per night (USD)
Expedia
From $144 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 $144 per night (USD)
VRBO
From $383 per night (USD)
Expedia
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 $383 per night (USD)
Expedia
From $314 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 $314 per night (USD)
VRBO
From $315 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 $315 per night (USD)
Expedia
$Waterfront Coastal 3 BR\/3 BTH w\/ Pool, 50ft. Boat Dock, Walk to Beach$
From $706 per night (USD)
VRBO
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 $706 per night (USD)
VRBO
From $326 per night (USD)
Expedia
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 $326 per night (USD)
Expedia
From $304 per night (USD)
VRBO
Gorgeous Gulf views and a beachfront location!
Bedrooms:
2
Bathrooms:
4
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 $304 per night (USD)
VRBO
From $460 per night (USD)
Expedia
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 $460 per night (USD)
Expedia
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 $448 per night (USD)
Expedia
Beautiful Beach Island Home
Bedrooms:
4
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 $448 per night (USD)
Expedia
$Renovated 4 BR\/4BA PH on the beach Pool\/Spa\/Tennis Sleeps 10. Only 1 week left$
From $551 per night (USD)
VRBO
Renovated 4 BR\/4BA PH on the beach Pool\/Spa\/Tennis Sleeps 10. Only 1 week left
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
ONLY Available from May 10, 2025 to May 17, 2025 The Veranda Beach Club on Longboat Key offers a breathtaking location, ...
From $551 per night (USD)
VRBO
From $247 per night (USD)
Expedia
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)
Expedia
From $554 per night (USD)
VRBO
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 $554 per night (USD)
VRBO
From $612 per night (USD)
Expedia
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)
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
$Longboat Key Beachfront Completely Renovated 2\/2$
From $287 per night (USD)
VRBO
Longboat Key Beachfront Completely Renovated 2\/2
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy beachfront living, captivating ocean views, spectacular sunsets and balcony access from every room. Wake up each m ...
From $287 per night (USD)
VRBO
$Country Club Long Boat Key Beach Villa 2B 3BA Pool\nNo Hurricane Damage$
From $190 per night (USD)
VRBO
Country Club Long Boat Key Beach Villa 2B 3BA Pool\nNo Hurricane Damage
Bedrooms:
3
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 $190 per night (USD)
VRBO
$Gorgeous Beachfront ~ Spacious & Updated 2\/2 ~ Heated Saltwater Pool$
From $243 per night (USD)
Expedia
Gorgeous Beachfront ~ Spacious & Updated 2\/2 ~ Heated Saltwater Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This luxury beach getaway is waiting for you to enjoy. It is directly overlooking the beautiful shores and sparkling tu ...
From $243 per night (USD)
Expedia
From $321 per night (USD)
VRBO
Beachcomber unit 203
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Newly Refreshed Beach Condo - Unit 203 Welcome to our beautifully redesigned and refreshed condo. In Novemb ...
From $321 per night (USD)
VRBO
From $464 per night (USD)
Expedia
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 $464 per night (USD)
Expedia
From $242 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 $242 per night (USD)
VRBO
From $690 per night (USD)
Expedia
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 $690 per night (USD)
Expedia
From $652 per night (USD)
VRBO
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 $652 per night (USD)
VRBO
From $309 per night (USD)
Expedia
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 $309 per night (USD)
Expedia
From $438 per night (USD)
VRBO
Newly Renovated, Best Canal, Dock, Beach, Heated Pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
This beautiful and spacious 3 bedroom house underwent a 100% renovation inside and out in 2020. Located on one of the b ...
From $438 per night (USD)
VRBO
From $322 per night (USD)
Expedia
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 $322 per night (USD)
Expedia
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 $186 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 beachfront unit on the 3rd floor with a Beach and Lake view. ...
From $186 per night (USD)
Expedia

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