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 $218 per night (USD)
VRBO
Bay view condo in Long Boat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Long term rentals only - MINIMUM 2 MONTHS STAY!! December-March $6000/month, All other months $5,000/month Sarasota Ba ...
From $218 per night (USD)
VRBO
$Waterfront w\/Putting Green, Heated Pool, Dock -Manatee Cove$
From $1488 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 $1488 per night (USD)
Expedia
From $2092 per night (USD)
VRBO
Waterfront home with private beach, a private pool, and water activities! Moku
Bedrooms:
6
Bathrooms:
6
Sleeps:
15
Moku by AMI Locals Home in Longboat Key, Florida Welcome to Moku, a waterfront home on a secluded private tropical isl ...
From $2092 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Beachplace 11-305 (3BR) by FGC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
3 Bedroom and 3 Bath condo located in the resort community of Beachplace Association. Faces the golf course and has ac ...
From $211 per night (USD)
Expedia
From $299 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 $299 per night (USD)
VRBO
From $494 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 $494 per night (USD)
Expedia
From $103 per night (USD)
VRBO
Great Get away on the canal in Longboat Key
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Very nice condo on canal of the inter coastal that leads out to the Gulf of Mexico. King size bed with Tommy Bahama fur ...
From $103 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 $352 per night (USD)
VRBO
Longboat Key Townhouse in Cedars Court, Longboat Key Florida
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Longboat Key location. Kick back and relax while on vacation in this marvelous townhouse located in Cedars East. Cedars ...
From $352 per night (USD)
VRBO
From $494 per night (USD)
Expedia
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 $494 per night (USD)
Expedia
From $407 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 $407 per night (USD)
VRBO
From $154 per night (USD)
Expedia
Longboat Key 1st Floor Condo Resort Style Recreation-Beach Across the Street
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Ground floor Villa with attached carport. Dog friendly. Short walk to pool, tennis, pickleball, shuffleboard, fitness ce ...
From $154 per night (USD)
Expedia
From $318 per night (USD)
VRBO
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 $318 per night (USD)
VRBO
From $413 per night (USD)
Expedia
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 $413 per night (USD)
Expedia
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VRBO
2BR East Unit of Beach to Bay Cottage...just 100 feet from Gulf Beach!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Come enjoy the 2 BR half of our 2- Unit Beach to Bay Cottage. Very cool and laid back Old-Florida cottage in the best ...
Click For Pricing
VRBO
From $139 per night (USD)
Expedia
Calling all Boaters and Non Boaters!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Come stay on the bay near the sea! 🌊 Why overpay for a boat rental when you can rent an overnight vessel and sleep u ...
From $139 per night (USD)
Expedia
From $244 per night (USD)
VRBO
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 $244 per night (USD)
VRBO
From $458 per night (USD)
Expedia
Florida Getaway on Longboat Key: 2BR Wooded Area
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Embark on a retreat to our inviting two-bedroom, two-bath condo situated on the second level within a wooded paradise. I ...
From $458 per night (USD)
Expedia
From $365 per night (USD)
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 ...
From $365 per night (USD)
VRBO
From $401 per night (USD)
Expedia
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 $401 per night (USD)
Expedia
From $311 per night (USD)
VRBO
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 $311 per night (USD)
VRBO
From $327 per night (USD)
Expedia
Piece of Paradise
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located on a most welcoming and friendly street this house sits on a canal with dock and just a short 5 minute walk to t ...
From $327 per night (USD)
Expedia
From $220 per night (USD)
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 ...
From $220 per night (USD)
VRBO
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 Pricing
Expedia
From $265 per night (USD)
VRBO
Pelican 14 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Step into your dream vacation with this incredible rental unit, where every moment is framed by breathtaking views! Nest ...
From $265 per night (USD)
VRBO
From $406 per night (USD)
VRBO
Longboat Key living at its finest. Recently remodeled 3 Bedroom, 2 bath home.
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Longboat Key living at its finest. This home has been recently remodeled with over 1,700 sq ft, 3 bedrooms, 2 baths with ...
From $406 per night (USD)
VRBO
From $364 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 $364 per night (USD)
VRBO
From $449 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 $449 per night (USD)
Expedia
From $350 per night (USD)
VRBO
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 $350 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Adorable Gulf Front Studio, Private Beach, Originally Part of Starfish Motel
Bedrooms:
1
Bathrooms:
0
Sleeps:
4
Adorable hidden oasis in the heart of Longboat Key. Beachfront studio with spectacular views of the beach and Gulf of Me ...
From $345 per night (USD)
Expedia
From $411 per night (USD)
VRBO
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 $411 per night (USD)
VRBO
From $413 per night (USD)
Expedia
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 $413 per night (USD)
Expedia
From $309 per night (USD)
VRBO
Charming Beach Front Studio Steps to the Sand and Gulf
Bedrooms:
1
Bathrooms:
0
Sleeps:
2
Charming hidden gem directly on Longboat Key Beach for a secluded getaway. Amazing views of the Gulf of Mexico, and just ...
From $309 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Luxury Waterfront: Pool & Boat Dock
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Begin each day immersed in the serene glow of sunrise and conclude your evenings under the tranquil hues of sunset at ou ...
From $428 per night (USD)
Expedia
From $228 per night (USD)
VRBO
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 ...
From $228 per night (USD)
VRBO
From $596 per night (USD)
Expedia
Full Beach View 2 Bedroom Condo
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 $596 per night (USD)
Expedia
From $246 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 $246 per night (USD)
VRBO
From $275 per night (USD)
Expedia
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 $275 per night (USD)
Expedia
From $536 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 $536 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 $529 per night (USD)
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 ...
From $529 per night (USD)
VRBO
From $605 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 $605 per night (USD)
Expedia
From $1916 per night (USD)
VRBO
February JUST opened! Great pricing! Won't last! 3 min walk to the sand.
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
Embrace yourself with pure luxury and privacy, surrounded by lush landscaping and steps from the gorgeous Gulf of Mexico ...
From $1916 per night (USD)
VRBO
From $300 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 $300 per night (USD)
Expedia
From $372 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 $372 per night (USD)
VRBO
From $211 per night (USD)
Expedia
Gulf front Condo in Seaplace!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to Seaplace! Here you will relax and enjoy all Sarasota has to offer. This remodeled condo has a gulf view from ...
From $211 per night (USD)
Expedia
From $460 per night (USD)
VRBO
Long Boat Key Beach Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Introducing "Salty Acres" – Your Serene Beachfront Getaway. Unwind and embrace the beachfront lifestyle at "Salty Acres, ...
From $460 per night (USD)
VRBO
$Waterfront condo with pool, tennis court, fitness center, internet, W\/D, & AC$
From $337 per night (USD)
Expedia
Waterfront condo with pool, tennis court, fitness center, internet, W\/D, & AC
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Island Breeze Sanctuary Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $337 per night (USD)
Expedia
From $1200 per night (USD)
VRBO
Beautiful Bayfront home with Pool and Dock!
Bedrooms:
4
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 $1200 per night (USD)
VRBO
From $259 per night (USD)
Expedia
Country Club Shores 4brm pool home by FVC
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
Proudly offered by FL Vacation Connection, just wait until you walk inside this spacious single story home. You’ll under ...
From $259 per night (USD)
Expedia
From $1472 per night (USD)
VRBO
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 $1472 per night (USD)
VRBO
From $395 per night (USD)
Expedia
Waterfront home with private pool, boat dock, & serene views
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Serenity Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $395 per night (USD)
Expedia
From $352 per night (USD)
VRBO
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)
VRBO
From $374 per night (USD)
Expedia
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 ...
From $374 per night (USD)
Expedia
From $188 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 $188 per night (USD)
VRBO
From $248 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 $248 per night (USD)
VRBO
From $135 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 $135 per night (USD)
VRBO
$Starfish Bungalow J. Steps to the beach 2\/2 Coastal paradise ! Large airy open layout, grill, wifi !$
From $236 per night (USD)
Expedia
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 ...
From $236 per night (USD)
Expedia
From $287 per night (USD)
VRBO
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 $287 per night (USD)
VRBO
From $192 per night (USD)
VRBO
Beautiful Longboat Key, Perfect Location, Sarasota ~FL~
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
****BACK ON THE MARKET**** Beautiful Longboat Key, Sarasota, FL! * Newly remodeled, 2 bedroom, 2 bath condo, overlook ...
From $192 per night (USD)
VRBO
From $450 per night (USD)
VRBO
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 $450 per night (USD)
VRBO
From $251 per night (USD)
Expedia
Pelican Harbour - E2 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Escape to a charming getaway on Longboat Key and indulge in stunning bay views at this delightful 2-bedroom, 2-bathroom ...
From $251 per night (USD)
Expedia
From $361 per night (USD)
VRBO
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 $361 per night (USD)
VRBO
From $325 per night (USD)
Expedia
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)
Expedia
From $233 per night (USD)
VRBO
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 $233 per night (USD)
VRBO
From $954 per night (USD)
Expedia
Dolphin Point on Longboat Key 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 $954 per night (USD)
Expedia
From $989 per night (USD)
VRBO
Paradise awaits you! Luxury Gulf Views 3 bedroom condo!
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 $989 per night (USD)
VRBO
From $237 per night (USD)
Expedia
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 $237 per night (USD)
Expedia
From $287 per night (USD)
VRBO
Castillian South #202 Condo 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 $287 per night (USD)
VRBO
From $186 per night (USD)
Expedia
Magnolia Home in Longboat Key by RVA
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Welcome to Magnolia – Your Longboat Key Oasis! Experience island living at Magnolia, situated on Longboat Key. This s ...
From $186 per night (USD)
Expedia
From $124 per night (USD)
VRBO
Maple Apartment in Longboat Key by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Escape to the Maple – Your Coastal Heaven on Longboat Key! Nestled on Longboat Key, Maple is an apartment that is a s ...
From $124 per night (USD)
VRBO
From $274 per night (USD)
Expedia
Tree House Home in Longboat Key by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Escape to the Tree House – Your Longboat Key Retreat! Nestled on Longboat Key, the Tree House offers a seamless blend ...
From $274 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Harbourside Memories: Townhome on Longboat Key by RVA
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Escape to the ultimate island getaway at this enchanting Fairway Bay townhome nestled in the serene Bay Isles of Longboa ...
From $436 per night (USD)
VRBO
From $407 per night (USD)
Expedia
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 $407 per night (USD)
Expedia
From $878 per night (USD)
VRBO
3 bedroom pool home by FVC
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Welcome to your picturesque getaway on St. Armands Circle, where tranquility meets coastal luxury in this stunning vacat ...
From $878 per night (USD)
VRBO
$Direct Bayfront Villa w\/ private boat slip. Sleeps 8 people$
From $681 per night (USD)
VRBO
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 $681 per night (USD)
VRBO
$Longboat Key Oversized 2\/2 Bayport Unit$
From $303 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 $303 per night (USD)
VRBO
From $823 per night (USD)
Expedia
Dolphin View Retreat
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Imagine waking up to dolphins playing just beyond your window. This exquisitely renovated Longboat Key luxury waterfront ...
From $823 per night (USD)
Expedia
From $1083 per night (USD)
VRBO
Perfect Beach View Large 2 bedroom
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ibeach and pool are open! I magine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodele ...
From $1083 per night (USD)
VRBO
From $415 per night (USD)
VRBO
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 $415 per night (USD)
VRBO
From $565 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 $565 per night (USD)
VRBO
From $515 per night (USD)
Expedia
Winding Oaks #28: Condo on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Winding Oaks Community, where relaxation and luxury meet in this exquisite condo boasting a 2-car garage. As ...
From $515 per night (USD)
Expedia
From $179 per night (USD)
VRBO
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 ...
From $179 per night (USD)
VRBO
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Expedia
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 ...
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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
From $542 per night (USD)
Expedia
Harbour Oaks 2129 by FVC
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Professionally managed and offered by FL Vacation Connection. This Harbour Oaks beauty underwent a renovation completed ...
From $542 per night (USD)
Expedia
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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 $328 per night (USD)
VRBO
Seaplace G8 403 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Professionally managed and offered by FL Vacation Connection. Seaplace is a wonderful community with two swimming pools ...
From $328 per night (USD)
VRBO
From $628 per night (USD)
VRBO
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 $628 per night (USD)
VRBO
From $306 per night (USD)
Expedia
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 $306 per night (USD)
Expedia
From $488 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 $488 per night (USD)
VRBO
From $602 per night (USD)
Expedia
Longboat Key Towers 1004S by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
FL Vacation Connection presents one of the best views on the entire island! Outstanding! From the beachfront balcony, ...
From $602 per night (USD)
Expedia
From $227 per night (USD)
VRBO
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 $227 per night (USD)
VRBO
From $426 per night (USD)
Expedia
Steps to the Gulf and Bay, WD, AC, Wifi, deck and patio spaces, fully remodeled
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cortez's Sea Cottage Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter yo ...
From $426 per night (USD)
Expedia
$Weekly \/ Monthly Rental - Spacious Condo In Longboat Key Resort Close To...$
From $227 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 $227 per night (USD)
VRBO
From $687 per night (USD)
Expedia
Luxe Oasis | Private Pool, In St Armands Circle, Near Lido Key Beach!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Welcome to Luxe Oasis: Your Private Tropical Getaway on Lido Key Discover the perfect blend of luxury and tranquility at ...
From $687 per night (USD)
Expedia
From $256 per night (USD)
VRBO
NEW! Beachfront Condo Sands Point On The Beach LBK
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
** Hurricanes update: The condo sustained no damage, but the pool is currently out of service with no estimated time for ...
From $256 per night (USD)
VRBO
$Sleepy Lagoon 4+bd\/3.5ba canal home, 5 min walk to beach on LBK$
From $1096 per night (USD)
VRBO
Sleepy Lagoon 4+bd\/3.5ba canal home, 5 min walk to beach on LBK
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
New photos added! (Newly decorated Master, gym and game room photos ) Enjoy your morning coffee on the balcony of this s ...
From $1096 per night (USD)
VRBO
From $441 per night (USD)
VRBO
Chic Longboat Key Retreat, 10 Min Walk to Beach & 2 Mins to Dining!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Seven Palms Beach House by AMI Locals Home in Longboat Key, FL 34228 Welcome to Seven Palms Beach House! This three-bed ...
From $441 per night (USD)
VRBO
From $1161 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
UNDER CONSTRUCTION: The home was recently purchased and will be available to rent as of September 1, 2024. The photos ...
From $1161 per night (USD)
Expedia

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