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 $575 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 $575 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Canal front home on Longboat Key -Just Steps to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Newly renovated, spacious, canal front home in Longboat Key with deeded beach access just down the street. Master bedro ...
From $284 per night (USD)
Expedia
From $520 per night (USD)
VRBO
Beachcomber unit 308
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beach front units are available to reserve online up to ten (10) months in advance, however you may call or contact us d ...
From $520 per night (USD)
VRBO
From $1049 per night (USD)
Expedia
2 Villas,2.5 mi to AMI+Heated Pool+Game Room+IMG
Bedrooms:
4
Bathrooms:
10
Sleeps:
20
Summary: ☀ 4 minutes to Bradenton Beach ☀ 9 minutes to IMG Academy ☀ 10 minutes to Manatee Public Beach ☀ 13 minutes to ...
From $1049 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Relax in a Spacious Townhouse on Beautiful Longboat Key!
Bedrooms:
3
Bathrooms:
2
Sleeps:
4
Enjoy paradise in a spacious 2 bedroom & 2-1/2 bathroom townhome. The property backs up to conservation land which can ...
From $187 per night (USD)
VRBO
From $283 per night (USD)
Expedia
Cedars East #803 Townhome by RVA
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $283 per night (USD)
Expedia
From $352 per night (USD)
VRBO
Super cute waterfront home on LBK. 3 min walk to peace, 5 min cruise to FUN:)
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Waterfront home with brand new dock and boat lift, 3 minute walk to secluded beach with the MOST amazing, pastel-sky sun ...
From $352 per night (USD)
VRBO
From $319 per night (USD)
Expedia
Best Value on LBK - Waterfront, Boat Lift, Beach
Bedrooms:
2
Bathrooms:
4
Sleeps:
7
Pet friendly beach house on the sleepy north end of Longboat Key. This home is ideally located on a quiet, residential s ...
From $319 per night (USD)
Expedia
From $294 per night (USD)
VRBO
Silver Sands #254 Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $294 per night (USD)
VRBO
From $632 per night (USD)
Expedia
Silver Sands #250 Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $632 per night (USD)
Expedia
From $835 per night (USD)
VRBO
Crooked Coconut: Resort Pool & Spa, Dock, Kayaks
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Crooked Coconut by Anna Maria Life Vacation Rentals 12204 45th Avenue Dr. W, Bradenton, FL 34210 What You'll Love About ...
From $835 per night (USD)
VRBO
From $159 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 $159 per night (USD)
VRBO
From $959 per night (USD)
VRBO
Newly remodeled beach house with private, gated beach access and private pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Per City of Sarasota’s Rental Ordinance - This property must be rented for a minimum of 7 nights. However, we do have ot ...
From $959 per night (USD)
VRBO
From $282 per night (USD)
Expedia
Cozy condo in Cedars East
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Cozy Condo in Cedars East is a place for you to unwind and revive yourself. Only a 5 minute walk to the beach. Close to ...
From $282 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Club Longboat #516 Condo by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
RVA invites you to experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. ...
From $271 per night (USD)
VRBO
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Expedia
Family Retreat to Personal Getaway Resort
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Beautiful 3rd floor view overlooking the Gulf of Mexico. The room has a queen sized murphy bed, balcony overlooking the ...
Click For Pricing
Expedia
From $264 per night (USD)
VRBO
Beachfront Condo with a Beautiful, Renovated Kitchen, Shared Pool, & Tennis
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Whitney Beach View 332 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $264 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Tropical escape on the bay in LBK!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Our beautifully renovated bayside condo is a spacious, bright and sunny unit in a fabulous location on the island that i ...
From $303 per night (USD)
VRBO
From $500 per night (USD)
VRBO
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 $500 per night (USD)
VRBO
$Stunning, newly built 3B\/3,5B home at the north end of LBK in Long Beach Village$
From $658 per night (USD)
Expedia
Stunning, newly built 3B\/3,5B home at the north end of LBK in Long Beach Village
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Contemporary 2 story single family home where Beach-to-Bay access with waterfront amenities, al fresco dining, multiple ...
From $658 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Beachcomber unit 504
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Beachcomber is a jewel on the luxurious island of Longboat Key, located directly on the white sandy beach of the Gul ...
From $489 per night (USD)
VRBO
From $334 per night (USD)
Expedia
Dolphin's Den: House on Longboat Key by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience this peaceful beach vibe at the Dolphin's Den in Longboat Key located in a clean, quiet private cul-de-sac. J ...
From $334 per night (USD)
Expedia
From $464 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 $464 per night (USD)
VRBO
From $343 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 $343 per night (USD)
VRBO
$Longboat Key-2 bdr, 2 bth condo w\/ stunning Bay views.$
From $384 per night (USD)
VRBO
Longboat Key-2 bdr, 2 bth condo w\/ stunning Bay views.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Longboat Key Spacious and beautifully furnished second floor in mid-rise elevated Building at Fairway Bay. Offered for ...
From $384 per night (USD)
VRBO
From $557 per night (USD)
Expedia
Spacious Studio Overlooking Island Lagoon by FVC
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Florida Vacation Connection is proud to offer this tastefully decorated and spacious 642 square foot studio overlooking ...
From $557 per night (USD)
Expedia
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VRBO
4th of JULY - FREE BOAT SLIP! Last minute availability!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
4th of JULY - FREE BOAT SLIP! Last minute availability! Manatee sightings from this beautiful 2 bedroom/2bath condo (sl ...
Click For Pricing
VRBO
From $743 per night (USD)
VRBO
Renovated and bright corner beachfront unit in well appointed popular complex!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step out to the newly tiled lanai to watch dolphin jump and enjoy amazing sunsets each night in this newly renovated, mo ...
From $743 per night (USD)
VRBO
From $193 per night (USD)
VRBO
Perfect cottage! Million dollar views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Adorable beach cottage with million dollar views of Sarasota Bay out front and a canal out back. Gorgeous seating in bot ...
From $193 per night (USD)
VRBO
From $294 per night (USD)
VRBO
Beachplace 10-402 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Proudly offered by FL Vacation Connection, this property is ideal for professionals working remotely! Beautifully furn ...
From $294 per night (USD)
VRBO
From $315 per night (USD)
VRBO
Beachplace building 4 unit 503 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this fifth floor condo has views of the reflecting pond and fountain as well as a par ...
From $315 per night (USD)
VRBO
From $185 per night (USD)
Expedia
Updated 2 Bedroom Condo With Lanai Exit On Longboat Key By FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Professionally managed by FL Vacation Connection, this spacious unit is furnished with comfortable seating in the living ...
From $185 per night (USD)
Expedia
From $425 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 $425 per night (USD)
VRBO
From $476 per night (USD)
Expedia
Luxury Beach Condo with Breathtaking PROMO AUGUST- 2024 -175- NIGHT BEST PRICE!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxury Beachfront Condo with Breathtaking Views and Calm Serenity, AUGUST 2024-$175 per night! PROMO-2024!!!! We have ...
From $476 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Luxurious waterfront home with pool & spa…serene beach 5 min stroll away.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
3 Bedroom, 2 Baths (Sleeps 6) Located on quiet canal that overlooks a beautiful seven acre nature preserve with a short ...
From $516 per night (USD)
VRBO
From $747 per night (USD)
VRBO
Longboat Key home on the canal and a 5 minute walk to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Updated single 4 BR 3 bath home in the popular Country Club Shores community of Longboat Key. Open concept main living ...
From $747 per night (USD)
VRBO
From $349 per night (USD)
VRBO
Beachcomber unit 507
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Our building is located on the beach and this unit has a partial beach view. Beach front units are availabl ...
From $349 per night (USD)
VRBO
$Waterfront Coastal 3 BR\/3 BTH w\/ Pool, 50ft. Boat Dock, Walk to Beach$
From $717 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 $717 per night (USD)
VRBO
From $557 per night (USD)
VRBO
ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful 3 bedroom 3 bath home. Ideally located steps from St Armand's Circle shops and restaurants and minutes from do ...
From $557 per night (USD)
VRBO
From $560 per night (USD)
Expedia
Unit #218 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy this breathtaking Gulf-front, sunny unit with spectacular beach and sunset views. Accommodation for up to 6 with 2 ...
From $560 per night (USD)
Expedia
From $503 per night (USD)
VRBO
Sea Grape Inn #3 - Beachfront Property
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $503 per night (USD)
VRBO
From $143 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 $143 per night (USD)
VRBO
From $581 per night (USD)
VRBO
LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH!
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
This exclusive beachfront house is located on the water's edge, directly on the Gulf of Mexico on sought after Longboat ...
From $581 per night (USD)
VRBO
From $393 per night (USD)
Expedia
Bay to Beach: No Storm Damage! Pool Open! by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bay to Beach by Anna Maria Life Vacation Rentals 1407 Gulf, 101, Bradenton Beach, FL 34217 What You'll Love About This ...
From $393 per night (USD)
Expedia
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 $484 per night (USD)
VRBO
Walk to St Armands Circle! Spacious Home with Private Secluded Pool!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This spacious, fully furnished house is a tropical oasis. Located directly on St Armand's Key you are within walking di ...
From $484 per night (USD)
VRBO
From $310 per night (USD)
VRBO
BEAUTIFUL WHITE SAND BEACHES ON LONGBOAT KEY FLORIDA
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Come and enjoy Lovely Peaceful Longboat Key & stay in this Beautiful completely updated Home. Imagine just a few steps f ...
From $310 per night (USD)
VRBO
From $332 per night (USD)
VRBO
Gorgeous Condo On The Beautiful Longboat Key beach! Also available next door #8
Bedrooms:
1
Bathrooms:
1
Sleeps:
5
Lovely, newly remodeled gulf side unit which can accommodate 5 people has 1 bedroom /1 bathroom and is located in a b ...
From $332 per night (USD)
VRBO
From $287 per night (USD)
VRBO
Historic Longbeach Village Cottage - Private Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
'Sunny Side Up' is a restored beach cottage built in the 1950's located on the north end of Longboat Key in historic ...
From $287 per night (USD)
VRBO
From $299 per night (USD)
VRBO
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 $299 per night (USD)
VRBO
From $411 per night (USD)
VRBO
2 Cottage Combo - Steps to the Sand
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
This space is ideal for 2 couples traveling together. Enjoy cotton candy sunsets from two one bed/one bath guest cottage ...
From $411 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Spectacular water views plus everything you need!
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Welcome to the beach-to-bay gated community of Longboat Harbour on world famous Longboat Key. Take the elevator to this ...
From $295 per night (USD)
VRBO
From $313 per night (USD)
VRBO
Island Living on Longboat Key 3 minute walk to the beach!
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Longboat Key Island Fun in a newly updated beautiful property! Newly updated 3 story townhouse on beautiful Longboat Key ...
From $313 per night (USD)
VRBO
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Expedia
Beachplace Penthouse Gulf Front Paradise
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
PENTHOUSE, DOUBLE BALCONIES, breathtaking wide sweeping straight on views of the Gulf and Bay make our Beachplace condo ...
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Expedia
From $789 per night (USD)
VRBO
LaPlaya 205D Spectacular Sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachfront 3 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $789 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Home Away From Home In Whitney Beach ~ 2BR 2Bath (Sunrise & Sunset Views!)
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This newly remodeled two bedroom 2 bath waterfront condo is appointed comfortably to welcome you and your guests as you ...
From $253 per night (USD)
VRBO
From $577 per night (USD)
VRBO
LaPlaya 108B-Dream views of the Gulf.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $577 per night (USD)
VRBO
From $805 per night (USD)
Expedia
LaPlaya 202D-Picture this from your lanai or sundeck: Palm trees, beach, turquoise water and gorgeous sunsets!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachfront 3 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $805 per night (USD)
Expedia
From $402 per night (USD)
VRBO
LaPlaya 202E-Catch the gentle Gulf breezes on your private balcony beneath the swaying palms.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom & 1 bathroom, 2nd floor condo just steps to the beach or sheltered pool. Fully furnished with everything you n ...
From $402 per night (USD)
VRBO
From $398 per night (USD)
Expedia
LaPlaya 201E-Nestled in the palms. just steps from the pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom & 1 bathroom, 2nd floor condo just steps to the beach or sheltered pool. Fully furnished with everything you ...
From $398 per night (USD)
Expedia
From $507 per night (USD)
VRBO
LaPlaya 104A- Gulf front! Walk right from your lanai onto the private beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. ...
From $507 per night (USD)
VRBO
From $551 per night (USD)
Expedia
LaPlaya 106A-Beach front!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. ...
From $551 per night (USD)
Expedia
From $532 per night (USD)
VRBO
LaPlaya 107A-Soak up the sun or float in the warm Gulf waters.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. ...
From $532 per night (USD)
VRBO
From $530 per night (USD)
Expedia
LaPlaya 109A-Enjoy the balmy breezes in this corner end unit right on the beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota. ...
From $530 per night (USD)
Expedia
From $577 per night (USD)
VRBO
LaPlaya 105B-Relax on the balcony and watch the dolphins swim by and the pelicans dive!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $577 per night (USD)
VRBO
From $805 per night (USD)
Expedia
LaPlaya 204D-Beach-lovers paradise! 200 feet of private beach along the turquoise Gulf of Mexico.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachfront 3 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $805 per night (USD)
Expedia
From $386 per night (USD)
VRBO
LaPlaya 101E-Relax on your private lanai under the palms!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom & 1 bathroom, groundfloor condo just steps to the beach or sheltered pool. Fully furnished with everything you ...
From $386 per night (USD)
VRBO
From $520 per night (USD)
Expedia
LaPlaya 103A-Time to relax! Enjoy the peaceful, private beach just a shell's throw from your door.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2 Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota ...
From $520 per night (USD)
Expedia
From $577 per night (USD)
VRBO
LaPlaya 102B-Directly on the beach with the warm Gulf waters waiting!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $577 per night (USD)
VRBO
From $748 per night (USD)
Expedia
LaPlaya 206C-Gorgeous vistas of the Gulf from this light and bright end unit with private access to the beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachfront 3 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $748 per night (USD)
Expedia
From $394 per night (USD)
VRBO
LaPlaya 104E-Prefectly located near the path to the beach, just steps from the pool.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom & 1 bathroom, ground-floor condo just steps to the beach or sheltered pool. Fully furnished with everything yo ...
From $394 per night (USD)
VRBO
From $532 per night (USD)
Expedia
LaPlaya 101A - Step out to the beach from your screened lanai. Light and bright end unit.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront 2 Bedroom, 2 Bath condo in the center of beautiful Longboat Key, an island just a few miles north of Sarasota ...
From $532 per night (USD)
Expedia
From $395 per night (USD)
VRBO
LaPlaya 102E-Tropical garden view near the pool!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
2 Bedroom & 1 bathroom, groundfloor condo just steps to the beach or sheltered pool. Fully furnished with everything you ...
From $395 per night (USD)
VRBO
From $748 per night (USD)
Expedia
LaPlaya 201C-Breathtaking Gulf panorama from this corner end unit.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachfront 3 Bedroom, 2 Bath townhouse condo in the center of beautiful Longboat Key, an island just a few miles north o ...
From $748 per night (USD)
Expedia
From $133 per night (USD)
VRBO
Island Retreat Gulfside: Home on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Island Retreat Gulfside by RVA located adjacent to Joan Durante Park, Longboat Key’s 32 acres of wetland and ...
From $133 per night (USD)
VRBO
From $339 per night (USD)
Expedia
Heart of Bradenton Beach, on the Bay
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Relax on your balcony overlooking the bay, steps across the street to the beach. Walk to beach bars, restaurants and sho ...
From $339 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Island Retreat Bayside: Home on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to Island Retreat Bayside by RVA located directly in the center of Joan Durante Park, Longboat Key’s 32 acres of ...
From $150 per night (USD)
VRBO
$Short walk to beach or take your boat from the canal \/ dock in your backyard!$
From $243 per night (USD)
Expedia
Short walk to beach or take your boat from the canal \/ dock in your backyard!
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
This house offers the best of island living - a boat dock out back and deeded private access to the white sandy beaches ...
From $243 per night (USD)
Expedia
From $352 per night (USD)
VRBO
No hurricane damage inside! Gulf front, first floor, two bedroom. A hidden gem!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Paradise found! Gorgeous. Two bedroom, two full bathrooms. Open concept. Leather couches, luxurious bathrooms. Master ...
From $352 per night (USD)
VRBO
From $478 per night (USD)
Expedia
Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
What's better than your own private paradise? Come and enjoy this beautiful, recently remodeled, canal front 2 bedroom ...
From $478 per night (USD)
Expedia
From $461 per night (USD)
VRBO
Modern Beach Retreat -2 Beds 2 Bath
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Everything you need is here "Updated Modern Beach Retreat " Beach to Bay Longboat Key Townhouse with attached Garage, ...
From $461 per night (USD)
VRBO
From $1108 per night (USD)
Expedia
The Sea Grape Inn: Home on Longboat Key by RVA
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
This exquisite Sea Grape Inn is just steps from the sandy beaches of Longboat Key and features a private infinity pool w ...
From $1108 per night (USD)
Expedia
From $308 per night (USD)
VRBO
Island property on Longboat Key by the Beach! 3 minute walk to the beach!
Bedrooms:
3
Bathrooms:
2
Sleeps:
5
Longboat Key Island Fun in a newly updated beautiful property! Newly updated 3 story townhouse on beautiful Longboat Key ...
From $308 per night (USD)
VRBO
From $324 per night (USD)
VRBO
Quiet Village home convenient to the Gulf and restaurants
Bedrooms:
3
Bathrooms:
2
Sleeps:
2
Our small Spanish-style home sits in the center of historic Longbeach Village on the north end of Longboat Key. The Vill ...
From $324 per night (USD)
VRBO
From $332 per night (USD)
VRBO
BEACHFRONT ON LONGBOAT KEY BEACH WITH PANORAMIC GULF VIEWS!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy the beauty of Paradise and panoramic views of the Gulf of Mexico and Sarasota Bay at "Sea N Blue". Experience a be ...
From $332 per night (USD)
VRBO
From $247 per night (USD)
Expedia
Cedars East #535 Townhouse by RVA
Bedrooms:
3
Bathrooms:
2
Sleeps:
7
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $247 per night (USD)
Expedia
$Paradise awaits on LBK 2BR\/2BA Updated Condo on the Bay with Water Views$
From $285 per night (USD)
VRBO
Paradise awaits on LBK 2BR\/2BA Updated Condo on the Bay with Water Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Meticulously maintained top floor condominium located on Sarasota Bay. Private dock, pool, gym and water access. This ...
From $285 per night (USD)
VRBO
From $275 per night (USD)
Expedia
Direct Bayfront LBK Condo, Private Beach, Near St Armands, Boat Slip
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Private oasis directly on Longboat Key beach and steps to the Gulf of Mexico. Fully equipped with all the essentials, co ...
From $275 per night (USD)
Expedia
From $355 per night (USD)
VRBO
Club Longboat #334 Condo by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. This 3-bedroom/ 2 ...
From $355 per night (USD)
VRBO
Click For Pricing
Expedia
Ground level, Bayview condo with Private beach parking
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Have your morning coffee with the dolphins and manatees in this one bedroom, one bath ,bay view unique unit. Enjoy Priva ...
Click For Pricing
Expedia
From $347 per night (USD)
VRBO
waterfront bungalow north end LBK-2 minute walk to beach (weekly availability)
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Nicely updated 1 bedroom/1 bath on Greer Bay, North LBK. The largest beach on the island is just a short walk and the ba ...
From $347 per night (USD)
VRBO
From $314 per night (USD)
VRBO
Coquina Tropics-3 Bedrooms- Bathroom-Water Views From Every Room
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax on the lanai, sip your morning coffee or freshly squeezed citrus juice. The sea breeze is scented with jasmine and ...
From $314 per night (USD)
VRBO
$Completely Refurbished - Gorgeous Beachside Condo\/Townhome on Longboat Key Beach$
From $314 per night (USD)
VRBO
Completely Refurbished - Gorgeous Beachside Condo\/Townhome on Longboat Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. This 3-bedroom/ 2. ...
From $314 per night (USD)
VRBO
$Gorgeous Beachside Condo\/Townhome on Longboat Key Beach$
Click For Pricing
Expedia
Gorgeous Beachside Condo\/Townhome on Longboat Key Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
This is a very unique Condo/Townhome located in the beautiful Club Longboat Beach and Tennis Club. Only unit like this i ...
Click For Pricing
Expedia
From $193 per night (USD)
VRBO
Walk to beach & nature park! Canal front, bright & breezy townhome!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Come experience beautiful Longboat Key while enjoying this comfy two level townhome with 2 bedrooms, 1.5 baths, sleeper ...
From $193 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Long Boat Key Vacation Home
Bedrooms:
2
Bathrooms:
2
Sleeps:
3
This is a two bedroom, two bathroom open layout condo with an ally kitchen and views of both the gulf and the bay. The c ...
From $312 per night (USD)
Expedia
From $713 per night (USD)
VRBO
Amazing Canal Front 4 Bedrm Home, Heated Pool, Dock Putting Green Close to Beach
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Beautifully updated large home on a deep water canal with room for a boat. Resort-like setting with a heated pool, putti ...
From $713 per night (USD)
VRBO
Click For Pricing
Expedia
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Quiet beach house tucked away in the historic Longboat Village in walking distance to the beach and some of the top rest ...
Click For Pricing
Expedia
$2 Bed \/ 2 Bath - Longboat Key, Whitney Beach, Bay to Beach - SLEEPS 6$
From $269 per night (USD)
VRBO
2 Bed \/ 2 Bath - Longboat Key, Whitney Beach, Bay to Beach - SLEEPS 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This gorgeous 2 Bedroom / 2 Bath spacious, bright condo located in the beautifully maintained association of Whitney Bea ...
From $269 per night (USD)
VRBO
From $206 per night (USD)
Expedia
A little bit of paradise on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Quiet and peace with lots of comfort in our condo or sitting on our lanai, overlooking our pool and beautiful Sarasota B ...
From $206 per night (USD)
Expedia

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