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 $484 per night (USD)
VRBO
Luxe Oasis | Private Pool, In St Armands Circle, Near Lido Key Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
🌴 Luxe Oasis | Private Pool, Walk to Lido Beach & St. Armands 💖 Why You'll Love This Home Tucked into a lush, walkabl ...
From $484 per night (USD)
VRBO
From $886 per night (USD)
VRBO
Sleepy Lagoon 4+bd/3.5ba canal home, 5 min walk to beach on LBK
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Sleeps 10+ in 3 King ensuite bedrooms, 1 Queen sized in office, and 2 double beds bonus room. BRAND NEW turf backyard wi ...
From $886 per night (USD)
VRBO
From $228 per night (USD)
VRBO
Chic Longboat Key Retreat, Close to Beach and Dining!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Seven Palms Beach House by AMI Locals Longboat Key Oceanview Retreat Welcome to Seven Palms Beach House, a stunning t ...
From $228 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Quiet peaceful home on the canal with a dock; 2 minute walk to St Armands Circle
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Relax at Edgewater Escape, the ultimate waterfront home on Lido Key. This magnificent 3-bedroom, 3-bathroom home offers ...
From $838 per night (USD)
Expedia
From $623 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 modern 2-bedroom beach condo invites you to experience the ultimate coastal ret ...
From $623 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Beautifully Updated, Cedars East, Beach, Pool and Tennis
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Discover a slice of paradise at our beautifully updated vacation rental in the prestigious Cedars East Tennis Resort and ...
From $239 per night (USD)
Expedia
From $354 per night (USD)
VRBO
Bayfront Beauty–Spacious Condo w Stunning Views: The Atrium #613 Condo by RVA
Bedrooms:
2
Bathrooms:
2
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 $578 per night (USD)
Expedia
Tranquil 2BR at Whitney Beach–Sunroom, Pool View & Deeded Beach Access 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 $578 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 $302 per night (USD)
Expedia
Luxurious 4BR pool home on Longboat Key | Steps to the beach - Longboat Dream
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Welcome to Longboat Dream! Professionally managed by Gulf Coast Vacation Rentals, experience this brand new 3-story resi ...
From $302 per night (USD)
Expedia
From $383 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 $383 per night (USD)
VRBO
From $163 per night (USD)
Expedia
Historic Gulf Breeze Getaway Near Dining & Beaches
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Gulf Breeze Getaway by AMI Locals 350 N Shore Rd Longboat Key Welcome to Gulf Breeze Getaway, a historic three bedr ...
From $163 per night (USD)
Expedia
From $329 per night (USD)
VRBO
Beach Castle Resort, 2nd Floor, Updated, Walk to Beach/Bay, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your ideal getaway at Beach Castle Resort on Longboat Key! This charming second-floor condo offers a cozy coa ...
From $329 per night (USD)
VRBO
From $264 per night (USD)
Expedia
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 $264 per night (USD)
Expedia
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 $254 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 $254 per night (USD)
Expedia
Click For Pricing
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 $419 per night (USD)
VRBO
Stunning Beachfront, Gulf-to-Bay Views, 3 Bedroom Corner Condo, 2000 sq ft
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This fabulous, 2000-square-foot, fourth story, corner, direct beachfront, condominium features spectacular views of the ...
From $419 per night (USD)
VRBO
From $307 per night (USD)
VRBO
Beautiful pool home in the historic village of Longboat Key | Close to beach - Longboat Oasis
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Longboat Oasis! Professionally managed by Gulf Coast Vacation Rentals, this beautifully designed private pool ...
From $307 per night (USD)
VRBO
From $208 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 $208 per night (USD)
Expedia
From $559 per night (USD)
VRBO
Panoramic Gulf Views That Take Your Breath Away – 2BR Beachfront 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 $559 per night (USD)
VRBO
From $458 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 $458 per night (USD)
Expedia
From $783 per night (USD)
VRBO
Mansion on Canal, Pool, Dock, Arcade, Gym, Theater, Outdoor Kitchen
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Welcome to your exclusive retreat on Longboat Key, a luxurious 5-bedroom mansion that promises an unparalleled vacation ...
From $783 per night (USD)
VRBO
From $240 per night (USD)
Expedia
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 $240 per night (USD)
Expedia
Click For Pricing
VRBO
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 ...
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VRBO
From $555 per night (USD)
Expedia
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 $555 per night (USD)
Expedia
From $161 per night (USD)
VRBO
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 $161 per night (USD)
VRBO
From $185 per night (USD)
Expedia
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 $185 per night (USD)
Expedia
From $484 per night (USD)
VRBO
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 ...
From $484 per night (USD)
VRBO
From $328 per night (USD)
Expedia
Kayaks, Bikes & Bay Access: Bradenton Escape!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Pet Friendly w/ Fee | Beach Chairs & Towels Provided | Close to Fine Dining Nestled within a picturesque waterfront com ...
From $328 per night (USD)
Expedia
From $291 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 $291 per night (USD)
VRBO
From $182 per night (USD)
Expedia
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 $182 per night (USD)
Expedia
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
Click For Pricing
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 ...
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Expedia
From $331 per night (USD)
VRBO
Condo with a View 3: Open Tomorrow Nite, $125/nt + Fees!
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 $331 per night (USD)
VRBO
From $832 per night (USD)
Expedia
Coastal Serenity Sea Twig 102-Beachfront Condo w Private Lanai & Pool by RVA
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 $832 per night (USD)
Expedia
From $399 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 $399 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
Click For Pricing
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 $286 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 $286 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 $225 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 $225 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 $308 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 $308 per night (USD)
Expedia
From $229 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 $229 per night (USD)
VRBO
From $186 per night (USD)
Expedia
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 $186 per night (USD)
Expedia
From $162 per night (USD)
VRBO
Beachplace Unobstructed Beachfront Views / Direct Beach Access By FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachplace Beachfront Escape | Completely Renovated Welcome to your perfect getaway at Beachplace, a completely renov ...
From $162 per night (USD)
VRBO
From $178 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 $178 per night (USD)
Expedia
From $177 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 $177 per night (USD)
VRBO
From $173 per night (USD)
Expedia
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 $173 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 $173 per night (USD)
Expedia
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 $173 per night (USD)
Expedia
From $422 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 $422 per night (USD)
VRBO
From $274 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 $274 per night (USD)
Expedia
From $162 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 $162 per night (USD)
VRBO
From $413 per night (USD)
Expedia
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 $413 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 $186 per night (USD)
Expedia
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 $186 per night (USD)
Expedia
From $350 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 $350 per night (USD)
VRBO
From $764 per night (USD)
Expedia
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 ...
From $764 per night (USD)
Expedia
From $182 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 $182 per night (USD)
VRBO
From $177 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 $177 per night (USD)
Expedia
From $232 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 $232 per night (USD)
VRBO
From $696 per night (USD)
Expedia
Luxury Beachside 3-BR Condo at The Sanctuary by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxury Beachside 3-Bedroom Condo at The Sanctuary, Longboat Key, Florida professionally managed by Florida Vacation Conn ...
From $696 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 $257 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 $257 per night (USD)
VRBO
From $482 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 $482 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 $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 $137 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 $137 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 $707 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 $707 per night (USD)
VRBO
From $289 per night (USD)
VRBO
Bayside condo-250 feet to beach-available summer thru January
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spring, summer, fall through January, here’s an opportunity to get immersed in the island lifestyle. Available starting ...
From $289 per night (USD)
VRBO
From $112 per night (USD)
VRBO
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 $112 per night (USD)
VRBO
From $258 per night (USD)
Expedia
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)
Expedia
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VRBO
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 ...
Click For Pricing
VRBO
From $509 per night (USD)
Expedia
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 $509 per night (USD)
Expedia
From $3458 per night (USD)
VRBO
Best of both worlds! Luxury 6000+ sq ft Bay front home also next to Beach
Bedrooms:
7
Bathrooms:
7
Sleeps:
18
One of the finest luxury vacation homes on AMI! Mandalay Bay has recently completed a major freshen up renovation with n ...
From $3458 per night (USD)
VRBO
From $280 per night (USD)
Expedia
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 $280 per night (USD)
Expedia
From $264 per night (USD)
VRBO
Gulf Views & Cozy Comfort w Large Lanai Tern's Nest #22 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to paradise in this stunning Longboat Key condo, where every day starts with incredible water views and ends with ...
From $264 per night (USD)
VRBO
From $311 per night (USD)
Expedia
Charming 2-bedroom condo steps from Beach, Library and Grocery on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Get ready to relax in this marvelous 2-bedroom condo in Longboat Key. This cozy retreat features 1 king bed and 2 queen ...
From $311 per night (USD)
Expedia
From $387 per night (USD)
VRBO
Gorgeous Beachside Condo in superior Longboat Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Amazing Direct Beach views from your balcony, living room, kitchen, dining room and bedroom in this Islands West Condo. ...
From $387 per night (USD)
VRBO
From $398 per night (USD)
Expedia
Unit #313 Sand Cay Beach Resort Pool and Garden
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $398 per night (USD)
Expedia
$A Lush + Tropical Beachside Sanctuary\n2BR/2BA Condo w/ Fully Equipped Kitchen$
From $490 per night (USD)
VRBO
A Lush + Tropical Beachside Sanctuary\n2BR/2BA Condo w/ Fully Equipped Kitchen
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to your peaceful beachside + tropical retreat, nestled in desirable South Longboat Key on 31 acres of private bea ...
From $490 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Beach front newly renovated 2.5 bedroom condo with private beach access
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Luxury Longboat Key Condo – Fully Renovated (Dec 2024) & Steps from the beach (private access). Welcome to Sea Pines Co ...
From $264 per night (USD)
Expedia
From $201 per night (USD)
VRBO
Bay Harbour A306 by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to this exquisite top-floor, 3 bedroom, 2 bath, end-unit condo at Bay Harbour by FVC. Newly furnished in 2022 an ...
From $201 per night (USD)
VRBO
From $847 per night (USD)
Expedia
Coastal Elegance by FVC
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
Welcome to Coastal Elegance managed by Florida Vacation Connection! Experience unparalleled luxury in this magnificent ...
From $847 per night (USD)
Expedia
From $549 per night (USD)
VRBO
4-bedroom house on Longboat Key with beach only 150 yards away.
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Make yourself at home in this large recently remodeled 4-bedroom 3 bathroom Longboat Key retreat with 1 king bed and 3 q ...
From $549 per night (USD)
VRBO
From $526 per night (USD)
Expedia
Gulf-Access Waterfront Home Near the Beach in LBK: Penfield Paradise by RVA
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Discover a private slice of paradise on Longboat Key, where waterfront tranquility meets tropical luxury. This stunning ...
From $526 per night (USD)
Expedia
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VRBO
Sea Place #307 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to a serene coastal retreat at this stunning 2-bedroom, 2-bath, condo nestled in the sought-after Seaplace commun ...
Click For Pricing
VRBO
From $196 per night (USD)
Expedia
Welcome to Blue Crane by Florida Vacation Connections
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Blue Crane by Florida Vacation Connections: Your Eclectic Florida Getaway on one of Millar Bays Canals! Disc ...
From $196 per night (USD)
Expedia
From $446 per night (USD)
VRBO
Beachplace 8-601 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Experience Coastal Elegance at Beachplace Penthouse Welcome to your dream beachfront retreat, where coastal living meet ...
From $446 per night (USD)
VRBO
From $368 per night (USD)
Expedia
Completely Renovated, Brand New Furnishings, Beach Castle 21
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to Beach Castle Resort Unit 21 – Your Dream Getaway! This fully renovated, ground-floor beach condo blends moder ...
From $368 per night (USD)
Expedia
From $546 per night (USD)
VRBO
Islander Club #16N Premier Beachfront Condo-1st Floor & Ocean Views by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your perfect vacation getaway at the Islander Club of Longboat Key! Islander Club #16N is a 2-bedroom, 2-bat ...
From $546 per night (USD)
VRBO
From $208 per night (USD)
Expedia
Charming Longboat Key 3-bedroom house with 3 min walk to beach
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the best of Longboat Key and Sarasota from our cozy 3 bedroom rental. Just down the road is beautiful St. Arman ...
From $208 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Waterfront w/Dock, Beach Access!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
BEACH, BOAT, BIKE, FISH, KAYAK, TV/SPORTS, ENTERTAINMENT, FOOD, RELAX & ENJOY! Nestled between the highly sought after A ...
From $147 per night (USD)
VRBO
From $253 per night (USD)
Expedia
Steps from the Sand – Luxury Beach Condo with Pool Access!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Leave the snow behind and soak up the sun! This stunningly renovated 2-bedroom, 2-bathroom condo has everything you need ...
From $253 per night (USD)
Expedia
From $464 per night (USD)
VRBO
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Beach on Longboat Key: Gulf-Front Luxury with Stunning Views and Modern Comforts" Escape to paradise at The Beach o ...
From $464 per night (USD)
VRBO
From $459 per night (USD)
Expedia
Charming 1-bedroom, beachfront condo in serene Longboat Key with WiFi, AC
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Your home away from home in Longboat Key with 1 bedroom. This adorable condo is equipped with all the essentials for a c ...
From $459 per night (USD)
Expedia

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Results: 906 Rentals