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 $624 per night (USD)
VRBO
Welcome to your seaside sanctuary! Nestled along the shores of Longboat Key.
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Nestled along the tranquil shores , this charming 2-bedroom beach condo invites you to experience the ultimate coastal r ...
From $624 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Beautifully Updated, Cedars East, Beach, Pool and Tennis
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Discover a slice of paradise at our beautifully updated vacation rental in the prestigious Cedars East Tennis Resort and ...
From $274 per night (USD)
Expedia
From $354 per night (USD)
VRBO
The Atrium #613 Condo by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your dream vacation retreat! Discover unparalleled luxury and comfort in this stunning 2-bedroom plus den con ...
From $354 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Whitney Beach #186 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your dream getaway at Longboat Key! This charming, condo offers a delightful beach-to-bay lifestyle, making i ...
From $515 per night (USD)
Expedia
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VRBO
Enjoy Florida’s Sun Coast on Longboat Key, across from beautiful Sarasota Bay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy Florida’s Sun Coast on Longboat Key, just across the bay from beautiful Sarasota Florida in this smartly detailed ...
Click For Pricing
VRBO
From $683 per night (USD)
Expedia
Private Pool, Hot tub, Longboat Key, Longboat Dream
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Welcome to Longboat Dream! Experience this brand new 3-story residence on Longboat Key offering the ultimate in luxury a ...
From $683 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Escape to a tranquil 3-bedroom Canal & Pool house with launch in Longboat Key.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the beauty of Longboat Key from this wonderful 3-bedroom canal house within walking distance to the beach. Nest ...
From $380 per night (USD)
VRBO
From $171 per night (USD)
Expedia
Private Beach Cottage, Pool, Newley Updated, Beach Access Only 1.5-Min Walk
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to LBK Beach Cottage, the perfect destination for your island rental retreat. Set on picturesque Longboat Key, t ...
From $171 per night (USD)
Expedia
From $389 per night (USD)
VRBO
Discover Historic Gulf Breeze Getaway Near Dining, Shopping, & Beaches!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Gulf Breeze Getaway by AMI Locals Home in Longboat Key Discover the ultimate Gulf Breeze Getaway at this three-bedroom, ...
From $389 per night (USD)
VRBO
$Beach Castle Resort, 2nd Floor, Updated, Walk to Beach\/Bay, Pool & Tennis$
From $491 per night (USD)
Expedia
Beach Castle Resort, 2nd Floor, Updated, Walk to Beach\/Bay, Pool & Tennis
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to your ideal getaway at Beach Castle Resort on Longboat Key! This charming second-floor condo offers a cozy coa ...
From $491 per night (USD)
Expedia
From $262 per night (USD)
VRBO
Cozy 1-bedroom townhome in charming Longboat Key with AC, WiFi
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Discover the beauty of Longboat Key from this superb 1-bedroom townhome. With a pleasant living room and 2 sofa beds, ou ...
From $262 per night (USD)
VRBO
From $253 per night (USD)
VRBO
Beautiful Ground Floor Condo on Award Winning Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hi everybody, if our available dates don't work, please let me know, we do have another condo and lots of friends with c ...
From $253 per night (USD)
VRBO
From $1263 per night (USD)
VRBO
Luxury Longboat Key pool home | Walk to the beach
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Highlights Saltwater pool with in-ground spa 5-minute walk to the beach Private guest suite BBQ grill Close to historic ...
From $1263 per night (USD)
VRBO
From $390 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 $390 per night (USD)
Expedia
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VRBO
Enjoy Florida’s Suncoast in a well decorated comfortable condo on Longboat Key.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy Florida’s Sun Coast on Longboat Key, just across the bay from beautiful Sarasota Florida in this smartly detailed ...
Click For Pricing
VRBO
From $425 per night (USD)
Expedia
Longboat Beach Bliss
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Longboat Beach Bliss, a fabulous rental property offering comfort and privacy on Longboat Key. This beautiful ...
From $425 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Private Pool, Near Beach, Longboat Oasis
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Longboat Oasis! This beautifully designed private pool home is on an oversized lot and is a true gem, with me ...
From $329 per night (USD)
VRBO
From $116 per night (USD)
Expedia
Seaplace G6 306 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seaplace Condominium G6-306 by FVC: Your Island Oasis Awaits Welcome to your island oasis! This beautifully updated, br ...
From $116 per night (USD)
Expedia
From $701 per night (USD)
VRBO
Longboat Harbour Towers #1006 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your beachfront escape! This stunning two-bedroom, two-bathroom condo sits right on the pristine shores of th ...
From $701 per night (USD)
VRBO
$Oceanfront condo with shared pool, ocean view, WiFi, & washer\/dryer$
From $252 per night (USD)
Expedia
Oceanfront condo with shared pool, ocean view, WiFi, & washer\/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Paradise Time Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $252 per night (USD)
Expedia
From $874 per night (USD)
VRBO
Mansion on Canal, Pool, Dock, Arcade, Gym, Theater, Outdoor Kitchen
Bedrooms:
2
Bathrooms:
5
Sleeps:
16
Welcome to your exclusive retreat on Longboat Key, a luxurious 5-bedroom mansion that promises an unparalleled vacation ...
From $874 per night (USD)
VRBO
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Expedia
Turtle Walk
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 ...
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Expedia
From $237 per night (USD)
VRBO
Dock On the Bay on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Welcome to our stunning Dock On the Bay home on Longboat Key! This vacation rental offers the perfect blend of modern co ...
From $237 per night (USD)
VRBO
From $597 per night (USD)
Expedia
Charming Waterfront 3-bedroom house with Boatlift in marvelous Longboat Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Make yourself at home in this brilliant 3-bedroom midcentury modern canal front retreat. Nestled in the heart of Longboa ...
From $597 per night (USD)
Expedia
From $173 per night (USD)
VRBO
Gulf front condo with pool and tennis court access - breath taking balcony views
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Island Time Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $173 per night (USD)
VRBO
From $290 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 $290 per night (USD)
Expedia
From $279 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 $279 per night (USD)
VRBO
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Expedia
North Shore Three at Longboat Pass
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
*BRAND NEW RENTAL!* Welcome to your coastal haven on Longboat Key, where charm meets comfort in this beautiful 2-bedroom ...
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Expedia
From $241 per night (USD)
VRBO
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 $241 per night (USD)
VRBO
Click For Pricing
Expedia
Bradenton Escape: Kayaks, Bikes + Bay Access!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Pet Friendly w/ Fee | Beach Chairs & Towels Provided | Close to Fine Dining Nestled within a picturesque waterfront com ...
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Expedia
From $333 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 $333 per night (USD)
VRBO
From $345 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 $345 per night (USD)
Expedia
$2 Br\/2Ba Gulf Front Condo w\/ private beach access, on Long Boat Key, Florida$
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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 ...
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VRBO
$Arbomar #604: BEACHFRONT 2BR \/ 2BA Luxury Condo on Longboat Key by RVA$
From $422 per night (USD)
Expedia
Arbomar #604: BEACHFRONT 2BR \/ 2BA Luxury Condo on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience modern beachfront luxury at Arbomar #604 on Longboat Key, brought to you by RVA. Nestled mid-island on this b ...
From $422 per night (USD)
Expedia
From $380 per night (USD)
VRBO
Groundfloor Condo, Mid-Island!
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 $380 per night (USD)
VRBO
$Sea Twig #102: 2 BR\/ 2 BA Condo on Longboat Key by RVA, Sleeps 4$
From $343 per night (USD)
Expedia
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 $343 per night (USD)
Expedia
From $306 per night (USD)
VRBO
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 $306 per night (USD)
VRBO
From $842 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 $842 per night (USD)
Expedia
From $396 per night (USD)
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 ...
From $396 per night (USD)
VRBO
From $370 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 $370 per night (USD)
Expedia
From $191 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 $191 per night (USD)
VRBO
$Grand Bay 2 BR \/ 2 BA Condo on LBK by FVC$
From $212 per night (USD)
Expedia
Grand Bay 2 BR \/ 2 BA Condo on LBK by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A plethora of top notch amenities await you at Grand Bay. There is so much to enjoy, that you will have a hard time deci ...
From $212 per night (USD)
Expedia
From $164 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 $164 per night (USD)
VRBO
$Grand Bay 3 BR \/ 3 BA Condo on LBK by FVC$
From $210 per night (USD)
Expedia
Grand Bay 3 BR \/ 3 BA Condo on LBK by FVC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
A plethora of top notch amenities await you at Grand Bay. There is so much to enjoy, that you will have a hard time deci ...
From $210 per night (USD)
Expedia
From $247 per night (USD)
VRBO
Belle Bayou 3 BR on Longboat Key by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
FL Vacation Connection is proud to introduce you to Belle Bayou - an awesome waterfront home on beautiful Longboat Key! ...
From $247 per night (USD)
VRBO
From $393 per night (USD)
Expedia
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 $393 per night (USD)
Expedia
From $187 per night (USD)
VRBO
Beachplace 2 BR 6th Floor Condo With Gulf Views by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this lovely 6th floor unit at Beachplace is ready for you to enjoy. Feel free to pla ...
From $187 per night (USD)
VRBO
$Beachplace Unobstructed Beachfront Views \/ Direct Beach Access By FVC$
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Expedia
Beachplace Unobstructed Beachfront Views \/ Direct Beach Access 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 ...
Click For Pricing
Expedia
From $327 per night (USD)
VRBO
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 $327 per night (USD)
VRBO
From $197 per night (USD)
Expedia
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)
Expedia
From $188 per night (USD)
VRBO
2 Bedroom 2 Bath 5th Floor Beach View Condo in Beachplace 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 $188 per night (USD)
VRBO
From $332 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 $332 per night (USD)
Expedia
From $202 per night (USD)
VRBO
2 Bedroom Bay Front Condo on Longboat Key by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
FL Vacation Connection proudly presents Buttonwood Cove - Set on 5 beautifully landscaped acres, spanning from Gulf to B ...
From $202 per night (USD)
VRBO
From $421 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 $421 per night (USD)
Expedia
$2 BR \/ 2 BA Direct Beach Access In Beachplace by FVC$
From $493 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 $493 per night (USD)
VRBO
From $162 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 $162 per night (USD)
Expedia
From $219 per night (USD)
VRBO
2 Bedroom Beachfront Condo On Longboat Key By FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This beachfront condominium professionally managed by Florida Vacation Connection is located on the world-renowned Longb ...
From $219 per night (USD)
VRBO
From $574 per night (USD)
Expedia
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 $574 per night (USD)
Expedia
From $188 per night (USD)
VRBO
2 Bedroom Corner Condo On Longboat Key By FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to this updated 2 bedroom condo at Beachplace managed by Florida Vacation Connection. FVC is pleased to offer ...
From $188 per night (USD)
VRBO
From $420 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 $420 per night (USD)
Expedia
Click For Pricing
VRBO
Premium 2 Bedroom Beachfront Corner Condo by FVC
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
This beachfront condominium professionally managed by Florida Vacation Connection is located on the world-renowned Longb ...
Click For Pricing
VRBO
From $151 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 $151 per night (USD)
Expedia
$Beachfront 2BR \/ 2 BA at Salty Acres on LBK by FVC$
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VRBO
Beachfront 2BR \/ 2 BA at Salty Acres on LBK by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
FL Vacation Connection presents Salty Acres - a small and picturesque beachfront community on Longboat Key. Beautiful ...
Click For Pricing
VRBO
From $325 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 $325 per night (USD)
Expedia
From $316 per night (USD)
VRBO
Waterfront Pool Home by FVC
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
FL Vacation Connection welcomes you to Casa Blanca. From the moment you step inside you’ll know that this is the perfect ...
From $316 per night (USD)
VRBO
Click For Pricing
Expedia
Luxury Beachside 3-BR Condo at The Sanctuary by FVC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Luxury Beachside 3-Bedroom Condo at The Sanctuary, Longboat Key, Florida professionally managed by Florida Vacation Conn ...
Click For Pricing
Expedia
From $245 per night (USD)
VRBO
SeaPlace M2 512 by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This beachfront unit is professionally managed and offered by FL Vacation Connection. Seaplace is a bustling community ...
From $245 per night (USD)
VRBO
$Beachfront 2BR \/ 2 BA at Salty Acres on LBK by FVC$
From $225 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 $225 per night (USD)
Expedia
$Enjoy all Longboat Key has to offer from Harbor Villa Club! Beautifully updated 2\/2 directly on the bay!$
From $213 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
Due to Hurricane Helene, our properties are still recovering and updating until further notice. Harbor Villa Club is no ...
From $213 per night (USD)
VRBO
$Spacious 3-bedroom house on Longboat Key w\/pool. Five minute walk to beach.$
From $514 per night (USD)
Expedia
Spacious 3-bedroom house on Longboat Key w\/pool. Five minute walk to beach.
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This 3064 square foot, fully furnished home is just moments from a gorgeous, serene beach access point on desirable Long ...
From $514 per night (USD)
Expedia
From $678 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 $678 per night (USD)
VRBO
From $487 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 $487 per night (USD)
Expedia
$Available immediately:\nBeautiful retreat with stunning Sarasota Bay views$
From $460 per night (USD)
VRBO
Available immediately:\nBeautiful retreat with stunning Sarasota Bay views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Take it easy at this unique and tranquil getaway.Bring your boat or just your bathing suit to enjoy this beautiful prope ...
From $460 per night (USD)
VRBO
From $500 per night (USD)
Expedia
Exquisite Gulf-Front Residence in Longboat Key
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Experience unparalleled luxury in this 3-bedroom, 3-bathroom residence on the fifth floor of The Sanctuary, Longboat Key ...
From $500 per night (USD)
Expedia
$Gorgeous 1bed\/1bath 2nd Floor condo in Beach Harbor Club on Longboat Key!$
From $235 per night (USD)
VRBO
Gorgeous 1bed\/1bath 2nd Floor condo in Beach Harbor Club on Longboat Key!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Say hello to your new favorite spot! This gorgeous 1bed/1bath second floor unit has been completely renovated and furnis ...
From $235 per night (USD)
VRBO
From $341 per night (USD)
VRBO
Updated 2-bedroom 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 $341 per night (USD)
VRBO
$Longboat Harbour Bay Front 2 BR \/ 2 BA by FVC$
From $232 per night (USD)
VRBO
Longboat Harbour Bay Front 2 BR \/ 2 BA by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This 2-bedroom, 2-bath condo offers stunning bayfront views and is located in the desirable Longboat Harbour community. ...
From $232 per night (USD)
VRBO
From $502 per night (USD)
VRBO
Longboat Key Ocean View - Beach Front Condo by Gulfcoast Holiday Homes
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly renovated luxury condo which boasts breathtaking views over the Gulf of Mexico and exceptional ammenities included ...
From $502 per night (USD)
VRBO
From $654 per night (USD)
VRBO
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)
VRBO
From $745 per night (USD)
Expedia
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 $745 per night (USD)
Expedia
From $233 per night (USD)
VRBO
New to Market- Longboat Key 2 bedroom with water views and private beach access
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
First time rental and available for season 2025! This well appointed condo is ready for your winter escape or long ter ...
From $233 per night (USD)
VRBO
From $223 per night (USD)
Expedia
Beach Harbour Club B303 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Discover your perfect Florida retreat at Beach Harbour Club B303, a beautifully updated 2-bedroom, 2-bath condo located ...
From $223 per night (USD)
Expedia
From $258 per night (USD)
VRBO
Cozy 2-bedroom condo in beautiful Longboat Key with AC, fitness room, WiFi
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This delightful condo in Longboat Key offers 2 bedrooms, including a king bed and a twin bed, perfect for a small group ...
From $258 per night (USD)
VRBO
From $466 per night (USD)
Expedia
Beautiful 3 bedroom with views of the Beach of Longboat Key.
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
This exquisite 3 bed, 3 bath condo, nestled in the heart of the amazing Pierre community, is an exceptional opportunity ...
From $466 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Direct Beachfront Condo Birds eye view
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Imagine waking up to breathtaking views of the Gulf and the Sarasota skyline - every single room boasts this incredible ...
From $513 per night (USD)
VRBO
From $2886 per night (USD)
Expedia
Best of both worlds! Luxury 6000+ sq ft Bay front home also next to Beach
Bedrooms:
8
Bathrooms:
7
Sleeps:
18
One of the finest luxury vacation home on AMI! Mandalay Bay has recently completed a major freshen up renovation with ne ...
From $2886 per night (USD)
Expedia
From $375 per night (USD)
VRBO
Partial Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful unit on the 5th floor with lake/pool view and partial Gulf. Beautifully appointed 2 bedroom, 2 bath unit with ...
From $375 per night (USD)
VRBO

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Results: 987 Rentals