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 $486 per night (USD)
VRBO
Unit #117 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beachfront, Beachfront, Beachfront! You cannot get any closer to the beach! Just walk out your patio and your toes are i ...
From $486 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Unit #306 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Third floor,. Living room and master bedroom has new furniture. Murphy bed in living room. Quaint, quiet, and the qualit ...
From $413 per night (USD)
Expedia
From $441 per night (USD)
VRBO
Unit #315 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
#315 is a beautiful, light, bright, spacious 2 Bedroom 2 Bath 3rd Floor Condominium with gorgeous views of the Gulf of M ...
From $441 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Unit #301 Sand Cay Beach Resort Gulf View 7 Night Minimum
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to our totally renovated home. Located on the top floor of building 4 next to 11 lovely quiet condominiums. You ...
From $441 per night (USD)
Expedia
From $381 per night (USD)
VRBO
Unit #307 Sand Cay Beach Resort Pool and Garden
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright and sunny two-bedroom two-bathroom condo in a small resort located on the beach. Top floor unit with elevator acc ...
From $381 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Unit #216 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Breathtaking Gulf front views awaits, salt life could not be better! Enjoy spectacular sunset views, steps from the beac ...
From $474 per night (USD)
Expedia
From $436 per night (USD)
VRBO
Unit #215 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
2nd Floor Non-Smoking Gulf Front Unit. Unit COMPLETLY renovated and NEWLY furnished. Spectacular sunset views of the Gul ...
From $436 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Unit #118 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $474 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Unit #109 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just like Longboat Key’s original tourists, residents and visitors alike enjoy the beaches and weather — but today’s isl ...
From $391 per night (USD)
VRBO
From $396 per night (USD)
Expedia
Unit #108 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This sought after, BEAUTIFULLY FURNISHED, two bedrooms, two bath FIRST FLOOR END UNIT offers fully renovated kitchen an ...
From $396 per night (USD)
Expedia
From $489 per night (USD)
VRBO
Unit #316 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unit can accommodate up to six people with the sleeper sofa in living room. This unit is a must rent for a first class ...
From $489 per night (USD)
VRBO
From $425 per night (USD)
Expedia
Unit #113 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Extended bedrooms. Amenities include 3 televisions with DVD and washer and dryer. Quaint, quiet, and the quality of a bo ...
From $425 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Unit #314 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Light and bright, close to the elevator, this third floor condo is garden view, midway between the pool and beach. The ...
From $407 per night (USD)
VRBO
From $482 per night (USD)
Expedia
Unit #103 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Unit 103 is completely renovated, stylish and modern in hues of grey, black and white, complemented by all new furnishin ...
From $482 per night (USD)
Expedia
From $391 per night (USD)
VRBO
Unit #110 Sand Cay Beach Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Perfect for families! First floor by the pool with "Private Front Yard" landscaping. View of the Gulf of Mexico from li ...
From $391 per night (USD)
VRBO
From $708 per night (USD)
Expedia
Unit #304 Sand Cay Beach Resort Gulf Front
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Great family unit features spectacular views of the Gulf of Mexico & and the property's lovely garden. Quaint, quiet, a ...
From $708 per night (USD)
Expedia
From $420 per night (USD)
VRBO
Unit #115 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
All new floors, bathrooms, kitchen, furniture, mattresses, appliances and more. Brand new open layout., including a firs ...
From $420 per night (USD)
VRBO
From $494 per night (USD)
Expedia
Unit #102 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
First floor Gulf Front. Extended bedrooms. Recently redecorated. Private and very near Gulf. The kitchen is elegant ...
From $494 per night (USD)
Expedia
From $402 per night (USD)
VRBO
Unit #312 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Third floor,, with balcony and View of Gulf, unit. Must see! Open living room with vaulted ceilings. Light and brightl ...
From $402 per night (USD)
VRBO
From $447 per night (USD)
Expedia
Unit #305 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Light and elegant, third floor with high ceiling and Bay windows, non-smoking unit. Open kitchen, newly renovated baths, ...
From $447 per night (USD)
Expedia
From $492 per night (USD)
VRBO
Unit #317 Sand Cay Beach Resort Gulf Front 7 night minimum
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
No walls interrupt panoramic gulf views in this beautifully renovated condo. With soaring ceilings and tiled floors, th ...
From $492 per night (USD)
VRBO
From $555 per night (USD)
Expedia
Direct Beachfront Gulf with Amazing Views
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
LongBoat Key wins Conde Nast Traveler Award _______________________________________ **Our unit has its own Full sized ...
From $555 per night (USD)
Expedia
From $348 per night (USD)
VRBO
50 ft from sand Private Island. 100 +review
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. There is a full ki ...
From $348 per night (USD)
VRBO
From $570 per night (USD)
Expedia
Major Upgrades 1 of a kind home right on the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Welcome to the Zilli family Villa beach house on Longboat Key. After using this 2,000 sf home for their own family vacat ...
From $570 per night (USD)
Expedia
From $610 per night (USD)
VRBO
Bright & Breezy Spacious Bayview Condo - Walk to Beach - Unit 27 by RVA
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Compliments of RVA, Beach Castle Resort expands from the bayside of Longboat Key to the Gulf – providing a place to laun ...
From $610 per night (USD)
VRBO
From $210 per night (USD)
Expedia
Longboat Key Condo w/ Lanai: Walk to Beach & Shops
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Enjoy the sun and sand when you stay at this vacation rental condo in Longboat Key! The 2-bedroom, 1-bathroom abode is l ...
From $210 per night (USD)
Expedia
From $320 per night (USD)
VRBO
Welcome To Paradise!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy staying at this one of kind beach bungalow for your special occasions or just a family fun retreat. Built-in 1930, ...
From $320 per night (USD)
VRBO
From $291 per night (USD)
Expedia
Beachcomber unit 403
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $291 per night (USD)
Expedia
From $302 per night (USD)
VRBO
Beachcomber unit 503
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $302 per night (USD)
VRBO
From $321 per night (USD)
Expedia
Beachcomber unit 405
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Beach front units are available to rese ...
From $321 per night (USD)
Expedia
From $292 per night (USD)
VRBO
Beachcomber unit 303
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Enjoy upscale Longboat Key in the elega ...
From $292 per night (USD)
VRBO
From $455 per night (USD)
Expedia
Beachcomber unit 204
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This is a great location directly on the beach with a spectacular view of the Gulf of Mexico. This Gulf fro ...
From $455 per night (USD)
Expedia
From $448 per night (USD)
VRBO
Beachcomber unit 208
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to The Beachcomber, a Longboat Key beach resort located right on the Gulf of Mexico. Just a few steps from your ...
From $448 per night (USD)
VRBO
From $295 per night (USD)
Expedia
Beachcomber unit 305
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Pack your bags, invite your family and ...
From $295 per night (USD)
Expedia
From $670 per night (USD)
VRBO
Longboat Key Luxury Condo - walking to St. Armand's Circle!
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
This luxurious COVID free top floor end unit condo was newly furnished in 2022 and features an elevator. Taking in v ...
From $670 per night (USD)
VRBO
From $225 per night (USD)
Expedia
Coastal Elegance 3BR w Private Balcony, Pool & Direct Gulf Access by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
RVA welcomes you to Villas of Avignon - where you can enjoy a secluded beach, heated community pool, private balconies a ...
From $225 per night (USD)
Expedia
From $325 per night (USD)
VRBO
7th Heaven by Duncan Real Estate
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to 7th Heaven on beautiful Longboat Key! A beachfront escape directly on the Gulf of Mexico with views of turquo ...
From $325 per night (USD)
VRBO
Click For Pricing
Expedia
Veranda Beach front property and pool, school vacation week
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beautiful partial ocean view of Gulf of Mexico. Corner unit with two balconies. 2 bedrooms, each with their own bath. Sl ...
Click For Pricing
Expedia
From $171 per night (USD)
VRBO
Cozy Cottage! Champagne on a Beer Budget!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Charming and Luminous Cottage Home! Step into the heart of historic Old Florida as you arrive at this inviting haven, co ...
From $171 per night (USD)
VRBO
From $454 per night (USD)
Expedia
Beachcomber unit 202
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Staying on Longboat Key means you get to experience what Heaven on Earth feels like. A place where you can walk on prist ...
From $454 per night (USD)
Expedia
From $301 per night (USD)
VRBO
Beachcomber unit 501
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Relax and Enjoy the Beach, Pool & Longb ...
From $301 per night (USD)
VRBO
From $762 per night (USD)
VRBO
Island Village Compound! Steps to the Sand! Historical Area
Bedrooms:
4
Bathrooms:
5
Sleeps:
11
Enjoy this family compound located in the heart of the LongBeach historical fishing village on Longboat Key. Property o ...
From $762 per night (USD)
VRBO
From $633 per night (USD)
VRBO
Bermuda-esque Island Hideaway! Steps to Sand!
Bedrooms:
3
Bathrooms:
4
Sleeps:
9
Remodeled main house plus cottage features 3 bed/2 bath + spacious 1/1. Firepit in private fenced yard filled with heavy ...
From $633 per night (USD)
VRBO
From $345 per night (USD)
Expedia
Fisherman's 3 Bedroom Island Village Hideaway! Steps to the Sand
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled amidst lush tropical foliage and a profusion of fruit-bearing trees, this charming 3-bedroom, 2-bathroom home gr ...
From $345 per night (USD)
Expedia
From $169 per night (USD)
VRBO
Bermuda-esque Island Guest House! Steps to the Sand!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Discover this charming cottage tucked away on a serene corner lot, nestled in the heart of Long Beach—a historic fishing ...
From $169 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Longboat Key Beachfront - Beautifully Updated with Prime Location
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come enjoy this beautiful beachfront condo! Completely renovated and updated,, this condo is located at the desirable ...
From $271 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Stunning Canal Condo - Walk to Beach - Sleeps 4
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
***HOME WITH CANAL VIEW/WALK TO THE BEACH*** Pleasant and quiet residential street in beautiful Longboat Key. This 2 be ...
From $220 per night (USD)
VRBO
From $358 per night (USD)
Expedia
5-floor penthouse 60 feet from water 184 reviews
Bedrooms:
1
Bathrooms:
1
Sleeps:
6
This property is a family-owned 800 square foot tower apartment on the shores of the Gulf of Mexico. It is part of the ...
From $358 per night (USD)
Expedia
From $211 per night (USD)
VRBO
Tree-lined home w/ amazing decor & screened porch - near beach/dining
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Treetops Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired d ...
From $211 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Peaceful Cedars East Condo–Coastal Comfort & Tennis Fun Unit #803 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA features Cedars Tennis Resort, a luxury vacation rental on Longboat Key where world-class facilities, magnificent be ...
From $284 per night (USD)
Expedia
From $379 per night (USD)
VRBO
1-Bedroom Beach Getaway–Steps to Gulf at Silver Sands #254 Resort by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $379 per night (USD)
VRBO
From $428 per night (USD)
Expedia
Breathtaking Direct Gulf Views! Silver Sands Unit 259 - Longboat Key, by RVA
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
RVA offers Silver Sands Gulf Beach Resort. Located beach front on beautiful Longboat Key, this resort offers all the ame ...
From $428 per night (USD)
Expedia
From $289 per night (USD)
VRBO
Beachcomber unit 201
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach, this unit has an ISLAND view. Welcome Snow Birds and Florida locals l ...
From $289 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Beachfront Condo with a Beautiful, Renovated Kitchen, Shared Pool, & Tennis
Bedrooms:
2
Bathrooms:
1
Sleeps:
2
Whitney Beach View 332 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $263 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Beachplace 10-402 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Proudly offered by FL Vacation Connection, this property is ideal for professionals working remotely! Beautifully furn ...
From $150 per night (USD)
VRBO
From $174 per night (USD)
Expedia
Beachplace building 4 unit 503 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Offered by FL Vacation Connection, this fifth floor condo has views of the reflecting pond and fountain as well as a par ...
From $174 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Updated 2 Bedroom Condo With Lanai Exit On Longboat Key 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 $178 per night (USD)
VRBO
Click For Pricing
Expedia
4th of JULY - FREE BOAT SLIP! Last minute availability!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
4th of JULY - FREE BOAT SLIP! Last minute availability! Manatee sightings from this beautiful 2 bedroom/2bath condo (sl ...
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Expedia
From $508 per night (USD)
VRBO
Renovated and bright corner beachfront unit in well appointed popular complex!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Step out to the newly tiled lanai to watch dolphin jump and enjoy amazing sunsets each night in this newly renovated, mo ...
From $508 per night (USD)
VRBO
From $483 per night (USD)
Expedia
Luxury Condo -Breathtaking Front View Beach-PROMOJuly -2025 199 per night
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Luxury Beachfront Condo with Breathtaking Views and Calm Serenity PROMO-2025!!!! We have been blessed, we were not aff ...
From $483 per night (USD)
Expedia
From $328 per night (USD)
VRBO
Beachcomber unit 507
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Our building is located on the beach and this unit has a partial beach view. Beach front units are availabl ...
From $328 per night (USD)
VRBO
From $521 per night (USD)
Expedia
Unit #218 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Enjoy this breathtaking Gulf-front, sunny unit with spectacular beach and sunset views. Accommodation for up to 6 with 2 ...
From $521 per night (USD)
Expedia
From $490 per night (USD)
VRBO
Sea Grape Inn #3 - Beachfront Property
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
BEACH VIEW Condo- 1st Floor of Beach Front Property, 2 BDRMS/2 BATH, Sleeps 6: 1-King Bed, 2-Twin Beds & 1-Sofa Sleeper. ...
From $490 per night (USD)
VRBO
From $503 per night (USD)
VRBO
LUXURIOUS BEACHFRONT HOUSE ON EXCLUSIVE LONGBOAT KEY - DIRECTLY ON THE BEACH!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
This exclusive beachfront house is located on the water's edge, directly on the Gulf of Mexico on sought after Longboat ...
From $503 per night (USD)
VRBO
From $257 per night (USD)
VRBO
3brm elevated canal front pool home on North Longboat Key
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Welcome to Coconut Place: Your Canalfront Paradise! Prepare to be captivated by the stunning Coconut Place, a beautiful ...
From $257 per night (USD)
VRBO
From $272 per night (USD)
Expedia
Gorgeous Remodeled 2 Bedroom Longboat Key Condo with Stunning Bay Views!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Beautiful 2 bedroom/2 bath recently updated condo on Longboat Key looking over stunning Sarasota Bay. Top 3rd floor -wi ...
From $272 per night (USD)
Expedia
From $271 per night (USD)
VRBO
Beach Castle Resort, Pool, Private Beach and Bayfront
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled within the enchanting enclave of Longboat Key lies a true hidden gem - a fully updated 1 bedroom, 1 bath 2nd-flo ...
From $271 per night (USD)
VRBO
From $284 per night (USD)
Expedia
Harbour Hideout: Condo on Longboat Key by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Enjoy elevated views that span the harbourside greens from the comfort of the 3BD/2BA villa residence positioned behind ...
From $284 per night (USD)
Expedia
From $333 per night (USD)
VRBO
Turtle Shores BEACHFRONT Retreat! Waterfront oasis to completely unwind!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Hurricane update: condo will be ready as of July 1, 2025. However the pool wont be open till Aug 2025. During the month ...
From $333 per night (USD)
VRBO
From $230 per night (USD)
VRBO
2 bedroom/2bath private home in Longbeach Village on Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your vacation home! The elevated living space includes a master BR with en-suite bathroom and private balcony ...
From $230 per night (USD)
VRBO
From $264 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 $264 per night (USD)
VRBO
From $167 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 $167 per night (USD)
Expedia
Click For Pricing
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 ...
Click For Pricing
VRBO
From $267 per night (USD)
Expedia
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 $267 per night (USD)
Expedia
From $239 per night (USD)
VRBO
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)
VRBO
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 $239 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 $239 per night (USD)
VRBO
From $620 per night (USD)
Expedia
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)
Expedia
From $400 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 $400 per night (USD)
VRBO
From $286 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 $286 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 $861 per night (USD)
VRBO
Sleepy Lagoon 4+bd/3.5ba canal home, 5 min walk to beach on LBK
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
New photos added! (Newly decorated Master, gym and game room photos ) Enjoy your morning coffee on the balcony of this s ...
From $861 per night (USD)
VRBO
From $354 per night (USD)
VRBO
Bayfront Beauty–Spacious Condo w Stunning Views: The Atrium #613 Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your dream vacation retreat! Discover unparalleled luxury and comfort in this stunning 2-bedroom plus den con ...
From $354 per night (USD)
VRBO
From $547 per night (USD)
Expedia
Tranquil 2BR at Whitney Beach–Sunroom, Pool View & Deeded Beach Access by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your dream getaway at Longboat Key! This charming, condo offers a delightful beach-to-bay lifestyle, making i ...
From $547 per night (USD)
Expedia
From $383 per night (USD)
VRBO
Escape to a tranquil 3-bedroom Canal & Pool house with launch in Longboat Key.
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Discover the beauty of Longboat Key from this wonderful 3-bedroom canal house within walking distance to the beach. Nest ...
From $383 per night (USD)
VRBO
From $201 per night (USD)
Expedia
Discover Historic Gulf Breeze Getaway Near Dining, Shopping, & Beaches!
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Gulf Breeze Getaway by AMI Locals Home in Longboat Key Discover the ultimate Gulf Breeze Getaway at this three-bedroom, ...
From $201 per night (USD)
Expedia
From $349 per night (USD)
VRBO
Beach Castle Resort, 2nd Floor, Updated, Walk to Beach/Bay, Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to your ideal getaway at Beach Castle Resort on Longboat Key! This charming second-floor condo offers a cozy coa ...
From $349 per night (USD)
VRBO
From $264 per night (USD)
Expedia
Cozy 1-bedroom townhome in charming Longboat Key with AC, WiFi
Bedrooms:
2
Bathrooms:
1
Sleeps:
4
Discover the beauty of Longboat Key from this superb 1-bedroom townhome. With a pleasant living room and 2 sofa beds, ou ...
From $264 per night (USD)
Expedia
From $548 per night (USD)
VRBO
Welcome to your seaside sanctuary! Nestled along the shores of Longboat Key.
Bedrooms:
2
Bathrooms:
4
Sleeps:
4
Nestled along the tranquil shores , this charming 2-bedroom beach condo invites you to experience the ultimate coastal r ...
From $548 per night (USD)
VRBO
From $254 per night (USD)
Expedia
Beautiful pool home in the historic village of Longboat Key | Close to beach - Longboat Oasis
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Welcome to Longboat Oasis! Professionally managed by Gulf Coast Vacation Rentals, this beautifully designed private pool ...
From $254 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Seaplace G6 306 by FVC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Seaplace Condominium G6-306 by FVC: Your Island Oasis Awaits Welcome to your island oasis! This beautifully updated, br ...
From $115 per night (USD)
VRBO
From $408 per night (USD)
Expedia
Panoramic Gulf Views That Take Your Breath Away – 2BR Beachfront Condo by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Welcome to your beachfront escape! This stunning two-bedroom, two-bathroom condo sits right on the pristine shores of th ...
From $408 per night (USD)
Expedia
From $284 per night (USD)
VRBO
Oceanfront condo with shared pool, ocean view, WiFi, & washer/dryer
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Paradise Time Hideaway Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter ...
From $284 per night (USD)
VRBO
From $589 per night (USD)
Expedia
Mansion on Canal, Pool, Dock, Arcade, Gym, Theater, Outdoor Kitchen
Bedrooms:
3
Bathrooms:
5
Sleeps:
16
Welcome to your exclusive retreat on Longboat Key, a luxurious 5-bedroom mansion that promises an unparalleled vacation ...
From $589 per night (USD)
Expedia
From $236 per night (USD)
VRBO
Turtle Walk - Walk to Gorgeous Beach! WALK to 12 different Restaurants!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private BEACH Access! *Designer Renovation* Single level, 4 min walk to Bright White Quartz Sand, Welcome to UPGRADED BE ...
From $236 per night (USD)
VRBO
From $150 per night (USD)
Expedia
Bayport-826 in Longboat Key
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
BAYPORT BEACH AND TENNIS CLUB - VACATION RENTAL. More photos coming soon!!! Enjoy the best of Longboat Key ...
From $150 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Beachplace 11-302 by FGC
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 Bedroom and 2 Bath condo located in the resort community of Beachplace Association. Faces the golf course with limit ...
From $185 per night (USD)
VRBO
From $243 per night (USD)
Expedia
2-bedroom condo with deeded beach access, in mid-island Longboat Key.
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Stunning bayview condo, recently updated, with deeded beach access, four pools, gym, kayak launch, billiard room, everyt ...
From $243 per night (USD)
Expedia
From $290 per night (USD)
VRBO
Steps to the Gulf of Mexico, luxurious space with pool, AC, and WIFI
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Longboat Key Oasis Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $290 per night (USD)
VRBO
From $156 per night (USD)
Expedia
Enjoy Family Fun at The Perfect Condo with Beach & Pool Access on Longboat Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Perfect Condo by AMI Locals Condo in Longboat Key, Florida Welcome to The Perfect Condo — Your Longboat Key Re ...
From $156 per night (USD)
Expedia

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Results: 911 Rentals