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 $223 per night (USD)
VRBO
Beachplace - 6 305, 3 Bedroom Condo with Gulf and Bay views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
All the bells and whistles! This is a gorgeous 3 bedroom/2 bath corner unit with wrap around windows! Beautiful open con ...
From $223 per night (USD)
VRBO
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Expedia
Spectacular Views of Beach and Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
3 month minimum rental no smoking no pets. We are renting our turnkey condo fully furnished including all utilities. The ...
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Expedia
From $273 per night (USD)
VRBO
Cedars East Escape–Perfect for Tennis Lovers & Beachgoers Unit #804 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $273 per night (USD)
VRBO
From $212 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 $212 per night (USD)
Expedia
From $274 per night (USD)
VRBO
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 and professionally managed by Gulf Coast Vacation Rentals, ...
From $274 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, Professionally managed by Gulf Coast Vacation Rentals, your gateway to an unforgettable Gulf ...
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 - The Captain's Quarters
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to The Captain's Quarters! Professionally managed by Gulf Coast Vacation Rentals. This newly built Luxury Rental ...
From $447 per night (USD)
VRBO
From $273 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 $273 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 $266 per night (USD)
Expedia
Waves, White Sand & Private Beach at 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 $266 per night (USD)
Expedia
From $216 per night (USD)
VRBO
Magnificent Oceanfront 2 BR Condo in Longboat Key - The Lookout
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Lookout! Professionally managed by Gulf Coast Vacation Rentals. This charming fourth-floor 2-bedroom, 2-b ...
From $216 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
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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 ...
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VRBO
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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 ...
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Expedia
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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 ...
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VRBO
From $324 per night (USD)
Expedia
Modern Beach Condo–Walk to Gulf, Pool + More Beach Harbor Club B305 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 $324 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Sunset Beach on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your amazing beachfront vacation. The apartment has a fully appointed updated kitchen with plenty of storage ...
From $271 per night (USD)
VRBO
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Expedia
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 ...
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Expedia
From $305 per night (USD)
VRBO
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 $305 per night (USD)
VRBO
From $268 per night (USD)
Expedia
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)
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 $399 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 $399 per night (USD)
Expedia
From $500 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 $500 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
From $424 per night (USD)
VRBO
N Longboat Charm-Stylish Beach House w Pool Access & Pets OK: Aqua Bay 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 $424 per night (USD)
VRBO
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Expedia
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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Expedia
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VRBO
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 ...
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VRBO
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Expedia
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 ...
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Expedia
From $348 per night (USD)
VRBO
Beautiful Oceanfront Beach Haven
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Hurricane Update: Condo will be ready as of July 1, 2025. However the pool wont be ready till Aug 2025. During the month ...
From $348 per night (USD)
VRBO
From $160 per night (USD)
Expedia
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 $160 per night (USD)
Expedia
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VRBO
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 ...
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VRBO
From $405 per night (USD)
Expedia
Longboat Key Condo with a View
Bedrooms:
2
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)
Expedia
From $231 per night (USD)
VRBO
Adorable Villa at Cedars East, Tennis Resort, Beach, Clubhouse
Bedrooms:
2
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 $231 per night (USD)
VRBO
From $333 per night (USD)
VRBO
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)
VRBO
From $357 per night (USD)
VRBO
Sea Club Iii Beachside Condo On Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SEA CLUB III - WEEKLY VACATION RENTAL - BEACHSIDE CONDO ON LONGBOAT KEY. Perfect Location on the beaches o ...
From $357 per night (USD)
VRBO
From $209 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 $209 per night (USD)
Expedia
From $2257 per night (USD)
VRBO
Waterfront home with private beach, a private pool, and water activities! Moku
Bedrooms:
5
Bathrooms:
5
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 $2257 per night (USD)
VRBO
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 $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)
VRBO
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)
VRBO
From $133 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 $133 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 $326 per night (USD)
VRBO
Luxury Longboat Key Condo - Walk to Beach Access!
Bedrooms:
2
Bathrooms:
2
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 $326 per night (USD)
VRBO
From $315 per night (USD)
Expedia
Tropical Canal Home–Pool, Sun & Water Access: Paradise Cottage in LBK by RVA
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Prime Location! Discover this newly decorated seasonal rental on Longboat Key's picturesque canal. Nestled in South Long ...
From $315 per night (USD)
Expedia
From $998 per night (USD)
VRBO
Renovated Beachfront 2 Bedroom Condo by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Luxurious 2-Bedroom Condo at Inn on the Beach - Longboat Key by Florida Vacation Connection. Immerse yourself in the ep ...
From $998 per night (USD)
VRBO
From $195 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 $195 per night (USD)
VRBO
From $181 per night (USD)
VRBO
Harbour Oaks 2121 by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Harbour Oaks, a stunning condo nestled within the Bay Isle community, offering a luxurious and spacious livin ...
From $181 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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Expedia
From $325 per night (USD)
VRBO
Weekly / Monthly Rental - Spacious Condo In Longboat Key Resort Close To...
Bedrooms:
2
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
From $657 per night (USD)
VRBO
Direct Bayfront Villa w/ private boat slip. Sleeps 8 people
Bedrooms:
2
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)
VRBO
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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 ...
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VRBO
From $252 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 $252 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 ...
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VRBO
From $297 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 $297 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
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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 ...
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Expedia
From $325 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 $325 per night (USD)
VRBO
From $112 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 $112 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 $115 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 $115 per night (USD)
Expedia
From $247 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 $247 per night (USD)
VRBO
From $778 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 $778 per night (USD)
Expedia
From $186 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 $186 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 $167 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 $167 per night (USD)
VRBO
From $187 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 $187 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 $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 $210 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 $210 per night (USD)
VRBO
From $162 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 $162 per night (USD)
Expedia
From $226 per night (USD)
VRBO
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)
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 $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 $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 $420 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 $420 per night (USD)
VRBO
From $420 per night (USD)
Expedia
Charming 1-bedroom, Beachfront condo in fabulous Longboat Key steps to the beach
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Your home away from home in Longboat Key with 1 bedroom. This lovely condo offers WiFi, AC, heating, a washing machine, ...
From $420 per night (USD)
Expedia
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VRBO
Sutton Place #205A Condo by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Wake up to stunning sunrise views over Sarasota Bay in this beautifully appointed 1-bedroom, 1-bathroom condo. Perfectly ...
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VRBO
From $230 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 $230 per night (USD)
Expedia
From $457 per night (USD)
VRBO
Beachfront with Gulf Views in Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Summary: Enjoy peaceful Gulf views from nearly every room in this bright corner condo. Relax on the wraparound terrace, ...
From $457 per night (USD)
VRBO
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Expedia
LBK Dreamin' Beach Bungalow
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Highlights/Resort-Style Amenities: - 5-minute walk to beautiful white sand beach and numerous restaurants - On-site Te ...
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Expedia
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VRBO
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 ...
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VRBO
From $329 per night (USD)
Expedia
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 $329 per night (USD)
Expedia
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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 ...
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VRBO
From $308 per night (USD)
Expedia
Pelican Harbour, Beach Club T2 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Looking for a laid-back getaway with water views and island vibes? Welcome to your home away from home on the beautiful ...
From $308 per night (USD)
Expedia
From $404 per night (USD)
VRBO
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)
VRBO
From $583 per night (USD)
Expedia
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 $583 per night (USD)
Expedia
From $298 per night (USD)
VRBO
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)
VRBO
From $446 per night (USD)
Expedia
Privateer 601S by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Florida Vacation Connection's newest beachfront luxury condo, the Privateer South welcomes to you to Longboat Key. This ...
From $446 per night (USD)
Expedia
From $302 per night (USD)
VRBO
New listing-Special rate for MAY-Gulf front in Beachplace.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Note: Property is booked for Jan-April 2025. The perfect beachfront retreat. From the moment you enter, the contemporar ...
From $302 per night (USD)
VRBO
From $249 per night (USD)
Expedia
Country Club Shores 4brm pool home by FVC
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Soaring Spirits – A Newly Renovated Coastal Escape Proudly offered by FL Vacation Connection Step inside this beaut ...
From $249 per night (USD)
Expedia
From $550 per night (USD)
VRBO
Full Beach View 2 BR Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful beachfront unit on the 5th floor with amazing beach and sunset views. 2 bedroom, 2 bath unit with many modern ...
From $550 per night (USD)
VRBO
From $182 per night (USD)
Expedia
Beachplace 11-305 (3BR) by FGC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom and 2 Bath condo located in the resort community of Beachplace Association. Faces the golf course and has ac ...
From $182 per night (USD)
Expedia
From $494 per night (USD)
VRBO
Longboat Key Townhouse in Cedars East, Longboat Key Florida
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Enjoy the beach life on Longboat Key! This property is ready for you to enjoy Longboat Key beaches. Kick back and relax ...
From $494 per night (USD)
VRBO
From $892 per night (USD)
VRBO
Great Summer Rate! 3 minute walk to the sand. Luxurious 6 bedroom.
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Embrace yourself with pure luxury and privacy, surrounded by lush landscaping and steps from the gorgeous Gulf of Mexico ...
From $892 per night (USD)
VRBO
From $238 per night (USD)
VRBO
Amazing Location and high end. 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful fully remodeled condo in Beachplace. Raised ceilings, tile floors, upgraded kitchen including a wine fridge, u ...
From $238 per night (USD)
VRBO
From $184 per night (USD)
VRBO
DIRECT Gulf Front view from the 4th floor condo at Tiffany Plaza
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Looking to work remotely during the summer and fall? Why not consider working right on the beach? Direct Gulf Front Ren ...
From $184 per night (USD)
VRBO
From $314 per night (USD)
VRBO
Gorgeous Beachside Condo in superior Longboat Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Great beach and Gulf views are breathtaking from your balcony, living room, kitchen and dining room of the Penthouse con ...
From $314 per night (USD)
VRBO
From $222 per night (USD)
Expedia
Full Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
New Listing! Perfect beach view elevated walkdown level fully renovated 2 bedroom condo offers modern luxury. It is par ...
From $222 per night (USD)
Expedia
From $1289 per night (USD)
VRBO
Tranquil Oasis with Pool and Beach Access
Bedrooms:
3
Bathrooms:
3
Sleeps:
7
Special Offer: Enjoy special monthly rates for extended stays—perfect for a relaxing getaway or remote work retreat! Our ...
From $1289 per night (USD)
VRBO
From $697 per night (USD)
Expedia
Beachfront 4th floor 4/4 Longboat Key Condo With Stunning Gulf Views - Paradise Sur Mer
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Paradis Sur Mer! Professionally managed by Gulf Coast Vacation Rentals, in need of an ocean view? We have you ...
From $697 per night (USD)
Expedia

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