
Longboat Key Rentals

- From $334 per night (USD)
VRBO
Cedars East #804 Townhome by RVA
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $334 per night (USD)VRBO
- From $207 per night (USD)
Expedia
Private townhome steps from the beach and right next to the pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Beautiful 2 story private townhome has been recently updated in a bohemian beach vibe with warm pinks, blues and greens ...
From $207 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Peaceful Longboat Key Canal Home
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy the complete island experience in this 2-story two bedroom, one and a half bath, canal front condo, with boat dock ...
From $315 per night (USD)VRBO
- From $364 per night (USD)
Expedia
Luxury Condo located on Beachfront Property
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
. The condo is situated in one of the most beautiful Beachfront Properties in Longboat Key. The lush landscape along w ...
From $364 per night (USD)Expedia
- From $114 per night (USD)
VRBO
Amazing Beachfront 2B\/2B in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
October and November 2021 are still available with Deep Discount Prices! Wonderful Beachfront condo in magnificent Lo ...
From $114 per night (USD)VRBO
- From $303 per night (USD)
Expedia
Welcome to your Beach Front Dream Condo! LBKTP102
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Gulf Front Longboat Key Vacation Rental! 2 bedrooms, 2 baths, over 1300 square feet under air, walk right out to the bea ...
From $303 per night (USD)Expedia
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VRBO
Silver Sands, Oceanfront - Gulf Beach Resort
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
55 steps away from the Gulf of Mexico Beach! Beautiful beach with the most amazing sunsets. Family friendly resort wit ...
Click For PricingVRBO
- From $866 per night (USD)
Expedia
Luxury 4 brm home by FVC
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to one of the most picturesque views on Longboat Key. Elegance, privacy and nature abound in this stunning Long ...
From $866 per night (USD)Expedia
- From $420 per night (USD)
VRBO
Newly Renovated Tree House Condo Across The Street to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Enjoy the outdoor heated pool or take a 1 min stroll across the street to the Gulf of Mexico where our pristine beaches ...
From $420 per night (USD)VRBO
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Expedia
Gulf Beach Resort - B
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Unit Features: 1-bedroom, 1-bathroom unit in the Orange Building Layout Note: Please note, the front door to unit 245 op ...
Click For PricingExpedia
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VRBO
Gulf Beach Resort - A
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
Click For PricingVRBO
- From $274 per night (USD)
Expedia
Charming 2 BR Longboat Key condo with ocean view - Flirty Flamingo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in the highly sought-after Beachplace on Longboat Key, this beautiful 2 bedroom, 2 bath condo is located on the ...
From $274 per night (USD)Expedia
- From $267 per night (USD)
VRBO
Incredible canal front pool home on Longboat Key | Private beach access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to the popular Country Club Shores community on South Longboat Key, one of the quietest areas to enjoy your stay ...
From $267 per night (USD)VRBO
- From $723 per night (USD)
Expedia
Private pool home 4 minutes from Longboat Key Beaches - Haven on Hughes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Haven on Hughes, your gateway to an unforgettable Gulf Coast retreat. Nestled on the historic north end of Lo ...
From $723 per night (USD)Expedia
- From $447 per night (USD)
VRBO
Exquisite 3 BR \/ 3.5 BA home with pool and spa on Longboat Key
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to The Captain s Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your f ...
From $447 per night (USD)VRBO
- From $302 per night (USD)
Expedia
Waterfront, Spa\/Pool, Private Paradise On Longboat Key!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
NOTE: BOOKING JANUARY or FEBRUARY? Please book whole months only NOT mid-month to mid-month. This time frame is a monthl ...
From $302 per night (USD)Expedia
- From $234 per night (USD)
VRBO
Condo- steps to the sand
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your beachfront paradise! Escape to the ultimate seaside getaway and create lasting memories at our stunning ...
From $234 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Club Longboat #312 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your very own slice of paradise on Longboat Key! #312 at Club Longboat Beach and Tennis Resort is a stunning ...
From $245 per night (USD)Expedia
- From $390 per night (USD)
VRBO
Beach Castle Resort, 1st Floor, Pool, Walk to Beach\/Bay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Escape to a tranquil paradise on Longboat Key and discover the hidden gem known as Pura Vida, a delightful 2-bedroom, 2- ...
From $390 per night (USD)VRBO
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Expedia
Great Outdoor Space: 2BR Condo
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This two-bedroom, one-bath bayside villa offers all the essentials needed for a vacation at the beach. The kitchen is we ...
Click For PricingExpedia
- From $405 per night (USD)
VRBO
Longboat Key Condo with a View
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Looking for a condo on the beach? This three bedroom condo is perfect. Located in the middle of the island it is walki ...
From $405 per night (USD)VRBO
- From $252 per night (USD)
Expedia
Adorable Villa at Cedars East, Tennis Resort, Beach, Clubhouse
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to your dream vacation retreat at Cedars East Resort and Club on Longboat Key, where turquoise waters meet vibra ...
From $252 per night (USD)Expedia
- From $520 per night (USD)
VRBO
Your warm, winter, paradise in luxurious Longboat Key Florida!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
One week Penthouse on beach of Longboat sleeps up to 10! Jan 18th to the 25th availibility! Veranda Longboat Key Beach R ...
From $520 per night (USD)VRBO
- From $412 per night (USD)
Expedia
Fantastic Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A one minute walk to the spectacular beach on the Gulf of Mexico, with sunshiny days and gorgeous sunsets! The complex o ...
From $412 per night (USD)Expedia
- From $137 per night (USD)
VRBO
Longboat Key 1st Floor 2 bed\/2 bath, Bayside Recreation-Beach Across the Street
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Available March 1 for monthly or long-term rental. Updated Listing-Just Renovated Ground Floor 2 bed/2 bath Villa with a ...
From $137 per night (USD)VRBO
- From $322 per night (USD)
Expedia
Beachfront Condo in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
TWO WEEK MINIMUM REQUIRED. Welcome to your ideal beachfront retreat in Longboat Key! This fully renovated condominium o ...
From $322 per night (USD)Expedia
- From $349 per night (USD)
VRBO
Luxury Longboat Key Condo - Walk to Beach Access!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Escape to the sun-kissed shores of Longboat Key at this sunny 2-bedroom, 2-bathroom vacation rental. Just steps away fro ...
From $349 per night (USD)VRBO
- From $357 per night (USD)
Expedia
Sea Club Iii Beachside Condo On Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
SEA CLUB III - WEEKLY VACATION RENTAL - BEACHSIDE CONDO ON LONGBOAT KEY. Perfect Location on the beaches o ...
From $357 per night (USD)Expedia
- From $128 per night (USD)
VRBO
Bermuda-esque Island Cottage! Steps to Sand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this charming cottage tucked away on a serene corner lot. Inside this delightful space, you'll find a nice remo ...
From $128 per night (USD)VRBO
- From $1435 per night (USD)
Expedia
Waterfront home with private beach, a private pool, and water activities! Moku
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 15
Moku by AMI Locals 7147 La Lenaire Dr Longboat Key, Florida BTR#12879.2025 and RRR-00784.2023 Welcome to Moku, a water ...
From $1435 per night (USD)Expedia
- From $311 per night (USD)
VRBO
Breathtaking view of Gulf of Mexico in every room. Located right on beach.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Great Gulf front condo perfect for your beach vacation. Amazing beach views and stylish beach decor Unit A303 is a great ...
From $311 per night (USD)VRBO
- From $333 per night (USD)
Expedia
LBK Beach Condo - Feel at Home When You're Away
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Discover the ultimate Longboat Key getaway at LBK Beach Condo, where the sun, sand, and luxury meet. Experience the cha ...
From $333 per night (USD)Expedia
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VRBO
LITTLE GULL COTTAGES UNIT 9 BAYSIDE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Little Gull Cottages, located on Longboat Key, is the perfect base for Gulf Coast fun in Florida. Enjoy the attractions ...
Click For PricingVRBO
- From $146 per night (USD)
VRBO
Classic Cottage w\/Boat Parking! Steps to Sand!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Discover this quaint one-bedroom guest house tucked away in a peaceful corner. Perfect blend of classic charm and modern ...
From $146 per night (USD)VRBO
- Click For Pricing
VRBO
Spectacular penthouse on white sandy Longboat Key beach with incredible views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Located on the barrier island complete with wetlands, biking paths, and plenty of wild birds, Gulf Tides is a fantastic ...
Click For PricingVRBO
- Click For Pricing
Expedia
LITTLE GULL COTTAGES UNIT 3 GULFSIDE
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Little Gull Cottages, located on Longboat Key, is the perfect base for Gulf Coast fun in Florida. Enjoy the attractions ...
Click For PricingExpedia
- Click For Pricing
VRBO
Island vacay spot for relaxation w\/ private beach access and bay access.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Private beach, bay access, fishing pier, kayaking access, Olympic size swimming pool, fitness center, lush grounds with ...
Click For PricingVRBO
- From $323 per night (USD)
Expedia
Beach Harbor Club B305 Condo by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our exquisite beachfront getaway on Longboat Key – a newly updated 2-bedroom, 2-bath condo that promises an i ...
From $323 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Magnificent Oceanfront 2 BR Condo in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to The Lookout! This charming fourth-floor 2-bedroom, 2-bathroom waterfront condo is on the beach and boasts ful ...
From $238 per night (USD)VRBO
- From $214 per night (USD)
Expedia
Sunset Beach on Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 4
Welcome to your amazing beachfront vacation. The apartment has a fully appointed updated kitchen with plenty of storage ...
From $214 per night (USD)Expedia
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VRBO
OceanVista Beachfront Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you ...
Click For PricingVRBO
- From $288 per night (USD)
Expedia
Beach lovers dream
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Be one of the first to stay at this newly renovated, 1st floor beachside condominium, just steps from the beach on Longb ...
From $288 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Modern LBK condo with partial ocean view! 15 steps from private beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly renovated, 2 bedroom and 2 bath (~1100 sq ft) condo steps with partial view of the beach (looking SW). Condo renov ...
From $268 per night (USD)VRBO
- From $208 per night (USD)
Expedia
Longboat Key Beachside Paradise – 3-Month Minimum Stay
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your dream escape on Longboat Key, where breathtaking Gulf and Bay views greet you from every room. This full ...
From $208 per night (USD)Expedia
- From $529 per night (USD)
VRBO
Unit #202 Sand Cay Beach Resort Gulf Front
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gulf Front Unit with panoramic gulf views in 3 directions. Fully remodeled in 2024, new to the rental program at Sand C ...
From $529 per night (USD)VRBO
- From $565 per night (USD)
Expedia
Newly renovated 2 bedroom beachfront condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Two full bedroom with bath- completely renovated beachfront condo on Longboat Key. Located on The Longboat Key resort a ...
From $565 per night (USD)Expedia
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VRBO
The Beach on Longboat Key #105 Resort by RVA
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
RVA features The Beach on Longboat Key. Savor warm Gulf breezes while resting lavishly in this Gulf-front condominium co ...
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- From $386 per night (USD)
Expedia
Aqua Bay: House on Longboat Key by RVA
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Experience the serene charm of North Longboat Key with an unforgettable stay at this meticulously maintained beach house ...
From $386 per night (USD)Expedia
- Click For Pricing
VRBO
Gulf Side Pool View Second Floor 2 BR Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Embark on the perfect beach retreat with our two-bedroom, two-bath second-floor condo, providing all the essentials for ...
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- Click For Pricing
Expedia
Exquisite Views Gulf-Front 2 BR Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Embark on an idyllic beach getaway in our two-bedroom, two-bath condo situated on the second floor, offering direct view ...
Click For PricingExpedia
- From $318 per night (USD)
VRBO
North Shore Six at Longboat Pass
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to your coastal haven on Longboat Key, where charm meets comfort in this beautiful 1-bedroom waterfront condo. T ...
From $318 per night (USD)VRBO
- From $376 per night (USD)
Expedia
Beautiful Oceanfront Beach Haven
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our stunning beachfront condo, offering breathtaking water views. This charming getaway boasts a prime locati ...
From $376 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Beach Villa in Spanish Main
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2bed/2bath stand-alone villa in Spanish Main Yacht Club. Two queen beds, plus an additional sleeper couch allow room for ...
From $172 per night (USD)VRBO
- From $301 per night (USD)
Expedia
Paradise Cottage: House on Longboat Key by RVA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Prime Location! Discover this newly decorated seasonal rental on Longboat Key's picturesque canal. Nestled in South Long ...
From $301 per night (USD)Expedia
- From $172 per night (USD)
VRBO
Longboat Key Bay view and Walk to Beach on Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Quiet Peaceful with great view of the pool while looking at the docks on the bay or walk to your own private beach. T ...
From $172 per night (USD)VRBO
- From $1041 per night (USD)
Expedia
Renovated Beachfront 2 Bedroom Condo by FVC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Luxurious 2-Bedroom Condo at Inn on the Beach - Longboat Key by Florida Vacation Connection. Immerse yourself in the ep ...
From $1041 per night (USD)Expedia
- From $307 per night (USD)
VRBO
North Shore Seven at Longboat Pass
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Welcome to your coastal haven on Longboat Key, where charm meets comfort in this beautiful 1-bedroom waterfront condo. T ...
From $307 per night (USD)VRBO
- From $393 per night (USD)
Expedia
4 bedroom house with pool available 7th-14th June in Longboat Key. Sleeps 12
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Four bedroomed bungalow available to rent in the beautiful amenity rich resort. The bungalow consists of four bedrooms, ...
From $393 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Harbour Oaks 2121 by FVC
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Harbour Oaks, a stunning condo nestled within the Bay Isle community, offering a luxurious and spacious livin ...
From $215 per night (USD)VRBO
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Expedia
Blue Heron Home by FVC
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to your coastal sanctuary! Nestled at 445 Northshore Road on Longboat Key, this completely renovated 3-bedroom g ...
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- Click For Pricing
VRBO
Starfish Bungalow J. Steps to the beach 2\/2 Coastal paradise ! Large airy open layout, grill, wifi !
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Only steps to the beach, a slice of paradise awaits ! One of 2 units, the Starfish Bungalow J captures the beauty , tra ...
Click For PricingVRBO
- From $657 per night (USD)
Expedia
Direct Bayfront Villa w\/ private boat slip. Sleeps 8 people
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautifully furnished 2,500 sq ft 3bdrm/3bath (4 beds total) bayfront home with fabulous water views from nearly every r ...
From $657 per night (USD)Expedia
- Click For Pricing
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 PricingVRBO
- From $499 per night (USD)
Expedia
Luxurious 4BR pool home on Longboat Key | Steps to the beach - 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 $499 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Weekly \/ Monthly Rental - Spacious Condo In Longboat Key Resort Close To...
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
VACATION RENTAL - SPACIOUS TOWNHOUSE IN LONGBOAT KEY TENNIS RESORT CLOSE TO POOL AND BEACH! Located in the beautiful Ce ...
From $325 per night (USD)VRBO
- Click For Pricing
Expedia
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 PricingExpedia
- From $258 per night (USD)
VRBO
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 $258 per night (USD)VRBO
- Click For Pricing
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 ...
Click For PricingExpedia
- From $329 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 $329 per night (USD)VRBO
- From $484 per night (USD)
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 ...
From $484 per night (USD)Expedia
- From $208 per night (USD)
VRBO
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 $208 per night (USD)VRBO
- From $113 per night (USD)
Expedia
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 $113 per night (USD)Expedia
- From $764 per night (USD)
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 ...
From $764 per night (USD)VRBO
- From $115 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 $115 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 $188 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 $188 per night (USD)Expedia
- From $191 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 $191 per night (USD)VRBO
- From $180 per night (USD)
Expedia
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 $180 per night (USD)Expedia
- From $236 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 $236 per night (USD)VRBO
- From $228 per night (USD)
Expedia
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 $228 per night (USD)Expedia
- From $776 per night (USD)
VRBO
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 ...
From $776 per night (USD)VRBO
- From $153 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 $153 per night (USD)Expedia
- From $173 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 $173 per night (USD)VRBO
- Click For Pricing
Expedia
Chic studio with WiFi and AC in tranquil Longboat Key #2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Located in Longboat Key, this brilliant studio is a dream. Complete with a cozy living room featuring 1 sofa bed and 2 m ...
Click For PricingExpedia
- From $853 per night (USD)
VRBO
Beachfront Living at En Provence with Private Pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
En Provence by Lido Key Vacations 2161 Gulf of Mexico Dr #2, Longboat Key, Florida Welcome to En Provence, your luxurio ...
From $853 per night (USD)VRBO
- From $226 per night (USD)
Expedia
Charming 2-bedroom condo with WiFi and AC in beautiful Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 2
Make yourself at home in this 2-bedroom Longboat Key retreat. This condo offers AC, WiFi, a washing machine, heating, an ...
From $226 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Grand Bay 533 by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Luxurious Bayfront Condo at Grand Bay, Longboat Key – Managed by Florida Vacation Connection Experience coastal living ...
From $350 per night (USD)VRBO
- From $180 per night (USD)
Expedia
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 $180 per night (USD)Expedia
- From $464 per night (USD)
VRBO
Beach front 2 bed-2 bath private balcony, modern with Gulf front views
- Bedrooms:
- 1
- 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 $395 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 $395 per night (USD)Expedia
- From $433 per night (USD)
VRBO
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Consider this condo your home away from home while you visit Longboat Key. This fantastic rental offers 1 cozy bedroom, ...
From $433 per night (USD)VRBO
- From $419 per night (USD)
Expedia
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Your home away from home in Longboat Key with 1 bedroom. This lovely condo offers WiFi, AC, heating, a washing machine, ...
From $419 per night (USD)Expedia
- From $342 per night (USD)
VRBO
Waterfront 2BR 2BA Pool - 10 min walk to Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
A spacious first-floor 2-bedroom, 2-bathroom condo with direct pool access and stunning bayfront views. Located just a 1 ...
From $342 per night (USD)VRBO
- From $241 per night (USD)
Expedia
Charming 2-bedroom condo on Longboat Key with bay views and ocean views.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make yourself at home in this terrific 2-bedroom Longboat Key retreat. With a king bed, queen bed, and full bed, this co ...
From $241 per night (USD)Expedia
- From $507 per night (USD)
VRBO
Beachfront with Gulf Views in Longboat Key
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Summary: Enjoy peaceful Gulf views from nearly every room in this bright corner condo. Relax on the wraparound terrace, ...
From $507 per night (USD)VRBO
- Click For Pricing
Expedia
LBK Dreamin' Beach Bungalow
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 8
Paradise awaits in this beautifully situated 2 bedroom/2.5 bath condo in the heart of Longboat Key. Conveniently located ...
Click For PricingExpedia
- From $462 per night (USD)
VRBO
Longboat Bay Club
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
<p>While you're here, you can enjoy all the comforts of home and more, including a refrigerator and an oven, as well as ...
From $462 per night (USD)VRBO
- From $404 per night (USD)
Expedia
Longboat Harbour Towers 1007 by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
FL Vacation Connection invites you to experience Longboat Key with a view that's very hard to match! Direct views of the ...
From $404 per night (USD)Expedia
- From $586 per night (USD)
VRBO
Longboat Key Towers 1004S by FVC
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Florida Vacation Connection proudly presents this exceptional corner-unit condo at the exclusive Longboat Key Towers—off ...
From $586 per night (USD)VRBO
- From $298 per night (USD)
Expedia
Arbomar #701 - 4485 GMD - ON the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
7th floor corner unit with balcony offering wide, sweeping view of the beach and Gulf. Both bedrooms offer clear view of ...
From $298 per night (USD)Expedia