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 $306 per night (USD)
VRBO
Waves, White Sand & Private Beach at Club Longboat #312 Condo by RVA
Bedrooms:
2
Bathrooms:
3
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 $306 per night (USD)
VRBO
From $182 per night (USD)
VRBO
Bikini Bottom Cottage in the historic village of Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
The Bikini bottom Cottage is on an alley way that lead directly to the kayak and boat launch. Walk down to view the sun ...
From $182 per night (USD)
VRBO
From $703 per night (USD)
VRBO
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 $703 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Luxurious bungalow in Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to the newest Double Rainbow International property, Suncoast Shangrila! Suncoast Shangrila offers a private, l ...
From $299 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Gulf of Mexico Beach Front ....Walk out condo steps from the private beach!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful main floor two plus bedroom condo with stunning views of the Gulf! Never miss a sunset, watch from the condo o ...
From $320 per night (USD)
VRBO
From $221 per night (USD)
Expedia
Magnificent sunlit beach retreat with pool, grill, balcony, W/D - close to water
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Freesia at Seaside Gardens Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $221 per night (USD)
Expedia
From $287 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 $287 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Full Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perfect beach view elevated walkdown level fully renovated 2 bedroom condo offers modern luxury. It is paradise within p ...
From $327 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Longboat Key Beachfront Resort with Tennis by Gulfcoast Holiday Homes
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy a newly remodeled beachside vacation rental condo featuring 3 bedrooms and 2 bathrooms, just steps from the sandy ...
From $393 per night (USD)
VRBO
From $227 per night (USD)
Expedia
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 $227 per night (USD)
Expedia
From $153 per night (USD)
VRBO
Gorgeous canal front condo, fully equipped and just minutes from the beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
You'll love the carefree living at this condo. It's fully equipped for your daily needs with updates throughout. Spend y ...
From $153 per night (USD)
VRBO
From $302 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 $302 per night (USD)
VRBO
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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 ...
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VRBO
From $3282 per night (USD)
VRBO
Castle on-the-Bay - St. Armand’s/Lido Beach 6 BD, Pool/Spa, Boat & Jet Ski Dock
Bedrooms:
5
Bathrooms:
6
Sleeps:
12
This St. Armand's bayfront estate home has spectacular panoramic views of Sarasota Bay and the downtown city lights. Th ...
From $3282 per night (USD)
VRBO
From $304 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 $304 per night (USD)
VRBO
From $253 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 $253 per night (USD)
VRBO
From $428 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 $428 per night (USD)
VRBO
From $135 per night (USD)
VRBO
Bermuda-esque Island Cottage! Steps to Sand!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to this cozy, light-filled cottage, completely rebuilt in 2025 with a brand-new kitchen featuring stainless steel ...
From $135 per night (USD)
VRBO
From $286 per night (USD)
VRBO
Longboat Key - 2 bed/ 2 bath with Sarasota Bay views and just mins to the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Townhome 2 bedrooms, 2 bathrooms with shower and bathtub, 2 bikes, fully equipped kitchen and laundry room with washer ...
From $286 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
From $132 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 $132 per night (USD)
VRBO
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Expedia
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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Expedia
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VRBO
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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VRBO
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Expedia
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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Expedia
From $320 per night (USD)
VRBO
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 $320 per night (USD)
VRBO
From $1054 per night (USD)
Expedia
Waterfront w/Putting Green, Heated Pool, Dock -Manatee Cove
Bedrooms:
5
Bathrooms:
4
Sleeps:
10
Manatee Cove by Lido Key Vacations Home in Sarasota, FL 34236 VR24-00003 Minimum stay duration of 7 days/nights Welcom ...
From $1054 per night (USD)
Expedia
From $1771 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 $1771 per night (USD)
VRBO
From $235 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 $235 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 $550 per night (USD)
Expedia
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)
Expedia
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 $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 $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 $344 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 $344 per night (USD)
VRBO
From $154 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 $154 per night (USD)
VRBO
From $348 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 $348 per night (USD)
Expedia
From $298 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 $298 per night (USD)
VRBO
From $310 per night (USD)
VRBO
2BR East Unit of Beach to Bay Cottage...just 100 feet from Gulf Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
WE ARE BACK IN BUSINESS following the hurricanes! Come enjoy the 2 BR half of our 2- Unit Beach to Bay Cottage. New f ...
From $310 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Longboat Key Beachside Paradise
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 $196 per night (USD)
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 $247 per night (USD)
VRBO
Adorable Villa at Cedars East, Tennis Resort, Beach, Clubhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Your Dream Getaway on Longboat Key Spacious 3-Story Townhome Located in Cedars East Resort and Club, this vib ...
From $247 per night (USD)
VRBO
From $412 per night (USD)
Expedia
Piece of Paradise
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located on a most welcoming friendly street. This house with 3 bedrooms & 3 full bathrooms sits on a canal with dock and ...
From $412 per night (USD)
Expedia
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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 ...
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VRBO
From $370 per night (USD)
Expedia
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 $370 per night (USD)
Expedia
From $173 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 $173 per night (USD)
VRBO
From $348 per night (USD)
Expedia
Tiffany Plaza in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Longboat Key Gulf Front Vacation Rental! Enjoy fabulous views from almost every window in this 2 bed, 2 bath condo on th ...
From $348 per night (USD)
Expedia
From $275 per night (USD)
VRBO
Adorable Gulf Front Studio, Private Beach, Originally Part of Starfish Motel
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Adorable hidden oasis in the heart of Longboat Key. Beachfront studio with spectacular views of the beach and Gulf of Me ...
From $275 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Beach Front Hidden Gem Steps to the Gulf and Sand
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Adorable hidden gem directly on the beach and Gulf of Mexico. Your own private beach with sun loungers and all the beach ...
From $356 per night (USD)
Expedia
From $350 per night (USD)
VRBO
Beachfront Cozy Condo: Sand n Gulf Steps Away
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private oasis directly on Longboat Key beach and steps to the Gulf of Mexico. Fully equipped with all the essentials, co ...
From $350 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Charming Beach Front Studio Steps to the Sand and Gulf
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming hidden gem directly on Longboat Key Beach for a secluded getaway. Amazing views of the Gulf of Mexico, and just ...
From $254 per night (USD)
Expedia
From $343 per night (USD)
VRBO
Coquina Moorings 203 | Pool & Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bayfront Elegance | Unmatched Waterfront Living Perched at the southernmost point of Anna Maria Island, this one-of-a-ki ...
From $343 per night (USD)
VRBO
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Expedia
Beach lovers paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to our beautiful gated community on Longboat Key. With four heated swimming pools a fitness center, game room ,fi ...
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Expedia
From $442 per night (USD)
VRBO
Full Beach View 2 Bedroom Penthouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Penthouse level fully renovated 2 bedroom condo offers modern luxury. It is paradise within paradise. This is a very ra ...
From $442 per night (USD)
VRBO
From $269 per night (USD)
Expedia
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 $269 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Longboat Key Beach Bliss
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our serene 2-bedroom, 2-bathroom condo nestled right on the pristine shores of Longboat Key, Florida. With th ...
From $289 per night (USD)
VRBO
From $503 per night (USD)
Expedia
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 $503 per night (USD)
Expedia
From $565 per night (USD)
VRBO
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)
VRBO
From $468 per night (USD)
Expedia
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 $468 per night (USD)
Expedia
From $934 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 $934 per night (USD)
VRBO
From $307 per night (USD)
Expedia
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)
Expedia
From $400 per night (USD)
VRBO
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 $400 per night (USD)
VRBO
From $267 per night (USD)
Expedia
Waterfront condo with pool, tennis court, fitness center, internet, W/D, & AC
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Island Breeze Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $267 per night (USD)
Expedia
From $698 per night (USD)
VRBO
Beautiful Bayfront home with Pool and Dock!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Best of Boat Worlds by AMI Locals Home in Bradenton Beach, FL 34217 Welcome to Best of Boat Worlds, a meticulously craf ...
From $698 per night (USD)
VRBO
From $340 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 $340 per night (USD)
Expedia
From $837 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 $837 per night (USD)
VRBO
From $352 per night (USD)
Expedia
The Isla at Beachplace-Beachfront condo with 5-star amenities
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Be one of our first guests at The Isla at Beachplace. This beautifully updated 4th floor unit, elevator access, is fille ...
From $352 per night (USD)
Expedia
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VRBO
Wunderschöne 185 qm Wohnung auf Longboat Key Florida Direkt am Meer Sarasota Bay
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
<p>Located in Longboat Key, this welcoming condo brings it all within your reach. With the property's convenient onsite ...
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VRBO
From $238 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 $238 per night (USD)
VRBO
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 $250 per night (USD)
VRBO
Longboat Key North Shore, BEAUTIFUL PRIVATE BEACH 1.5 blocks away.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Best beaches on the gulf coast are right here. This is a private 2 bed/2 bath beach cottage with a tropical backyard and ...
From $250 per night (USD)
VRBO
From $132 per night (USD)
VRBO
Paradise Bay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Paradise Bay is an absolute perfect location and spot for any vacation near Bradenton beach or Anne Marie island! With b ...
From $132 per night (USD)
VRBO
From $312 per night (USD)
Expedia
Sutton Place #102A Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Sutton Place is perfectly situated on the tropical grounds of the Longboat Harbour Community. The two-bedroom, two-bathr ...
From $312 per night (USD)
Expedia
From $198 per night (USD)
VRBO
Beautiful Longboat Key, Perfect Location, Sarasota ~FL~
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
****BACK ON THE MARKET**** Beautiful Longboat Key, Sarasota, FL! * Newly remodeled, 2 bedroom, 2 bath condo, overlook ...
From $198 per night (USD)
VRBO
From $332 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 $332 per night (USD)
Expedia
$Tranquil Waterfront home- Water, peace, sunshine, & sand, this is your place. \n$
From $262 per night (USD)
VRBO
Tranquil Waterfront home- Water, peace, sunshine, & sand, this is your place. \n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
If you like water, peace, sunshine, and sand, this is your place. Country Club Shores is one of the few single-family ...
From $262 per night (USD)
VRBO
From $244 per night (USD)
Expedia
Beach and Pool View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to Your Beachfront Oasis Awaits! Imagine waking up to the sparkling turquoise waters of the Gulf just steps away ...
From $244 per night (USD)
Expedia
From $325 per night (USD)
VRBO
Premier Beach View 2 Bedroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
New Listing! Ultra-Luxury level expertly renovated 2 bedroom condo offers modern elegance. Thoughtful updating inclu ...
From $325 per night (USD)
VRBO
From $250 per night (USD)
Expedia
Updated, Adorable, Close to Beach and Shops
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Cozy coastal beach retreat a short walk to the beach and shops. Comfy furnishings, fully equipped kitchen, beach essenti ...
From $250 per night (USD)
Expedia
From $620 per night (USD)
VRBO
Elegant Estate w Stunning Panoramic Bay Views & Pool -Dolphin Point by RVA
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to your ultimate waterfront retreat on Longboat Key! This luxurious vacation rental offers unparalleled bay fron ...
From $620 per night (USD)
VRBO
From $492 per night (USD)
VRBO
Luxury Gulf Views 3 bedroom condo! Paradise awaits you!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Welcome to your luxurious Gulf-front retreat at En Provence! This stunning 3-bedroom, 3.5-bathroom condo offers 3400 squ ...
From $492 per night (USD)
VRBO
From $285 per night (USD)
VRBO
Beachfront Elegance-Gulf Views & Sunsets at Castillian #111N Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA offers Gulf front living in this two-bedroom, two-bath condominium on Longboat Key. Enjoy your private lanai, or tak ...
From $285 per night (USD)
VRBO
From $239 per night (USD)
Expedia
Castillian Coastal Comfort Condo– Right on the Beach! Castillian #202 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
RVA offers direct Gulf front vacations with expansive views of the white sand beach on Longboat Key at Castillian. Stay ...
From $239 per night (USD)
Expedia
From $513 per night (USD)
VRBO
Longboat Key Vacation Rental - Steps From Beach & Restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your island retreat! Now priced even more attractively and boasting coastal charm, this lushly landscaped res ...
From $513 per night (USD)
VRBO
From $787 per night (USD)
Expedia
3 bedroom pool home by FVC
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Coastal Luxury Meets Island Charm – Your St. Armands Bayfront Escape Welcome to your serene escape on beautiful St. Arm ...
From $787 per night (USD)
Expedia
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
From $246 per night (USD)
VRBO
Longboat Key Oversized 2/2 Bayport Unit
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Longboat Key Bayport unit. Oversized 2 bed/2 bath with beautiful finishes and upgrades. Very quiet and private on the ...
From $246 per night (USD)
VRBO
From $1055 per night (USD)
VRBO
Perfect Beach View Large 2 bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Short Term Stays available Imagine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodele ...
From $1055 per night (USD)
VRBO
From $400 per night (USD)
Expedia
Longboat Key Beach House
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This quaint beach house with a private backyard and outdoor shower is everything you need to enjoy your relaxing Florida ...
From $400 per night (USD)
Expedia
From $316 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 $316 per night (USD)
VRBO
Click For Pricing
Expedia
Lovely condo on Longboat Key. Boutique resort with all amenities ocean to bay.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Last minute cancellation provides you with an opportunity for a fabulous vacation at a fraction of the normal price. 2 ...
Click For Pricing
Expedia
From $232 per night (USD)
VRBO
Turquoise Gem 1st Floor no stairs Longboat Key FL
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private BEACH Access! *Designer Renovation* Single level/Ground Level, 4 minute Walk to Bright White Quartz Sand, Welcom ...
From $232 per night (USD)
VRBO
From $202 per night (USD)
Expedia
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 $202 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
Expedia
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 $261 per night (USD)
VRBO
Seaplce G7-405 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 $261 per night (USD)
VRBO
From $413 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 $413 per night (USD)
Expedia
From $583 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 $583 per night (USD)
VRBO
From $197 per night (USD)
Expedia
Family-friendly beachfront condo with pool and private lanai
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Relax with the whole family at this peaceful beachfront condo on private beach in beautiful Longboat Key. 2 Bedrooms, 2 ...
From $197 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Idyllic garden oasis right next to most beautiful, quiet Whitney beach.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Gorgeous property inside and outside. The outside space feels like a garden oasis, with butterflies flying around daily ...
From $460 per night (USD)
VRBO
From $350 per night (USD)
Expedia
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 $350 per night (USD)
Expedia

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