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 $487 per night (USD)
VRBO
Beachcomber unit 608
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
2 bedroom; 2 bath (showers only) sixth floor condo overlooking the Gulf of Mexico Beach front units are ava ...
From $487 per night (USD)
VRBO
From $282 per night (USD)
Expedia
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 $282 per night (USD)
Expedia
From $421 per night (USD)
VRBO
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 $421 per night (USD)
VRBO
From $453 per night (USD)
Expedia
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 $453 per night (USD)
Expedia
From $288 per night (USD)
VRBO
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 $288 per night (USD)
VRBO
From $670 per night (USD)
Expedia
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)
Expedia
From $610 per night (USD)
VRBO
Canal Front Home - 8 min walk to beach. RRR-00953.2023
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Completely remodeled in 2022 this canal front with pool home is located on the beautiful Island of Longboat Key. Pull y ...
From $610 per night (USD)
VRBO
From $381 per night (USD)
Expedia
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 $381 per night (USD)
Expedia
From $235 per night (USD)
VRBO
Country Club Long Boat Key Beach Villa 2B 3BA Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Villa is 15 steps from your own private sugar sand bay beach. Cedars East Resort is a unique vacation getaway nestled w ...
From $235 per night (USD)
VRBO
From $308 per night (USD)
Expedia
Gorgeous Beachfront ~ Spacious & Updated 2/2 ~ Heated Saltwater Pool
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This luxury beach getaway is waiting for you to enjoy. It is directly overlooking the beautiful shores and sparkling tu ...
From $308 per night (USD)
Expedia
From $465 per night (USD)
VRBO
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 $465 per night (USD)
VRBO
From $276 per night (USD)
Expedia
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 $276 per night (USD)
Expedia
$PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT\nPrivate Beach Back Yard ! 5 BR 2 Bath$
From $390 per night (USD)
VRBO
PROMO 5% WEEKLY AND 10% MONTHLY DISCOUNT\nPrivate Beach Back Yard ! 5 BR 2 Bath
Bedrooms:
2
Bathrooms:
5
Sleeps:
16
Your tropical oasis awaits! Our spacious, newly decorated coastal chic 5 bdrm/2 bath home is just 2 miles from the beaut ...
From $390 per night (USD)
VRBO
From $296 per night (USD)
Expedia
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 $296 per night (USD)
Expedia
From $407 per night (USD)
VRBO
Island Sanctuary
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Beautiful home in one of the most desirable areas of Longboat Key. Everything you need for your beach getaway. Walk to p ...
From $407 per night (USD)
VRBO
From $441 per night (USD)
Expedia
Unit #114 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Our resort has a relaxed, upscale feel. It is great for vacationers seeking peace and tranquility as well as families wa ...
From $441 per night (USD)
Expedia
From $516 per night (USD)
VRBO
Unit #203 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Second Floor, non-smoking unit. Best views to the beach/Gulf in the Sand Cay complex. Three large bay windows looki ...
From $516 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Unit #204 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Second floor non-smoking unit. Accommodates 6 people. Living room has a 110" window with a direct view of the beach/Gu ...
From $512 per night (USD)
Expedia
From $427 per night (USD)
VRBO
Unit #111 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Come experience the ultimate white sandy private beach front boutique Florida paradise. When planning a trip to the beau ...
From $427 per night (USD)
VRBO
From $468 per night (USD)
Expedia
Unit #106 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Bright, beachy ground floor unit with a lovely view and easy access of the Gulf. Large, extended bedrooms that comforta ...
From $468 per night (USD)
Expedia
From $486 per night (USD)
VRBO
Unit #201 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Quaint, quiet, and the quality of a boutique resort, not the hassle, noise, the impersonal nature of a hotel. You will b ...
From $486 per night (USD)
VRBO
From $394 per night (USD)
Expedia
Unit #209 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just a short walk to the beach, and steps away from the office, fenced in pool, tennis court and laundry facilities. Th ...
From $394 per night (USD)
Expedia
From $512 per night (USD)
VRBO
Unit #303 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Welcome to paradise! Now is a great time to escape to the beach where you can destress in an environment that makes it e ...
From $512 per night (USD)
VRBO
From $474 per night (USD)
Expedia
Unit #120 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Beach Front Condo That Has It All Wonderful ground floor unit – walk right to the beach – no steps to deal with! Very p ...
From $474 per night (USD)
Expedia
From $504 per night (USD)
VRBO
Unit #320 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Master bedroom has king size bed and full bath. Second bedroom has twin beds with full bath. Extremely well equipped k ...
From $504 per night (USD)
VRBO
From $445 per night (USD)
Expedia
Unit #105 Sand Cay Beach Resort Gulf 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 $445 per night (USD)
Expedia
From $458 per night (USD)
VRBO
Unit #205 Sand Cay Beach Resort Gulf View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Experience spectacular views from this beautifully appointed and well-located Gulf View (Close to Gulf Front) unit! Now ...
From $458 per night (USD)
VRBO
From $516 per night (USD)
Expedia
Unit #104 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 $516 per night (USD)
Expedia
From $394 per night (USD)
VRBO
Unit #107 Sand Cay Beach Resort Pool and Garden View
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 $394 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Unit #116 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
First floor Gulf front. Queen bed in the master, Two full beds in guest bedroom. The views make you want to bask in the ...
From $545 per night (USD)
Expedia
From $421 per night (USD)
VRBO
Unit #311 Sand Cay Beach Resort Pool and Garden View
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Third floor unit looks over the heated pool of Sand Cay. Decorated unit has all the luxuries of home. Quaint, quiet, an ...
From $421 per night (USD)
VRBO
From $512 per night (USD)
Expedia
Unit #219 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
All new appliances, granite and walk-in master shower. Living space has a Hi def flat-screen TV. Comfortable and cozy, ...
From $512 per night (USD)
Expedia
From $660 per night (USD)
VRBO
Unit #217 Sand Cay Beach Resort Gulf Front
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Second floor, The kitchen/living room was renovated / furnished in 2017. All new bathrooms and bedrooms renovated in 20 ...
From $660 per night (USD)
VRBO
From $543 per night (USD)
Expedia
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 $543 per night (USD)
Expedia
From $485 per night (USD)
VRBO
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 $485 per night (USD)
VRBO
From $489 per night (USD)
Expedia
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 $489 per night (USD)
Expedia
From $448 per night (USD)
VRBO
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 $448 per night (USD)
VRBO
From $418 per night (USD)
Expedia
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 $418 per night (USD)
Expedia
From $506 per night (USD)
VRBO
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 $506 per night (USD)
VRBO
From $420 per night (USD)
Expedia
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 $420 per night (USD)
Expedia
From $542 per night (USD)
VRBO
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 $542 per night (USD)
VRBO
From $435 per night (USD)
Expedia
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 $435 per night (USD)
Expedia
From $406 per night (USD)
VRBO
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 $406 per night (USD)
VRBO
From $512 per night (USD)
Expedia
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 $512 per night (USD)
Expedia
From $427 per night (USD)
VRBO
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 $427 per night (USD)
VRBO
From $418 per night (USD)
Expedia
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 $418 per night (USD)
Expedia
From $530 per night (USD)
VRBO
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 $530 per night (USD)
VRBO
From $386 per night (USD)
Expedia
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 $386 per night (USD)
Expedia
From $730 per night (USD)
VRBO
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 $730 per night (USD)
VRBO
From $428 per night (USD)
Expedia
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 $428 per night (USD)
Expedia
From $501 per night (USD)
VRBO
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 $501 per night (USD)
VRBO
From $406 per night (USD)
Expedia
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 $406 per night (USD)
Expedia
From $474 per night (USD)
VRBO
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 $474 per night (USD)
VRBO
From $654 per night (USD)
Expedia
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 $654 per night (USD)
Expedia
From $594 per night (USD)
VRBO
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 $594 per night (USD)
VRBO
From $337 per night (USD)
Expedia
Flash sale late Oct - Nov 50 ft from sand, Private Island 125 +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 $337 per night (USD)
Expedia
From $630 per night (USD)
VRBO
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 $630 per night (USD)
VRBO
From $652 per night (USD)
Expedia
Renovated Beachplace 3 BR Beachfront by FVC
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Beachplace Condo: A 3-Bedroom Modern Oasis on Longboat Key by FVC Step into the epitome of modern beachfront living wit ...
From $652 per night (USD)
Expedia
From $231 per night (USD)
VRBO
Longboat Key Cedars Beach House-Pet Friendly-2 Minute Walk To The Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
We understand that plans can change, and we want you to book your stay with peace of mind. That’s why we offer the most ...
From $231 per night (USD)
VRBO
From $320 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 $320 per night (USD)
Expedia
From $278 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 $278 per night (USD)
VRBO
From $326 per night (USD)
Expedia
Flash sale 5-floor penthouse 60 feet from water, 150+ 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 $326 per night (USD)
Expedia
From $349 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 $349 per night (USD)
VRBO
From $566 per night (USD)
Expedia
Beachfront Villa on Serene Gulf of Mexico
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
LongBoat Key wins Conde Nast Traveler Award _______________________________________ **Unit has its own Full sized was ...
From $566 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Canal front home on Longboat Key -Just Steps to the Beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Newly renovated, spacious, canal front home in Longboat Key with deeded beach access just down the street. Master bedro ...
From $285 per night (USD)
VRBO
From $209 per night (USD)
Expedia
Relax in a Spacious Townhouse on Beautiful Longboat Key!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Enjoy paradise in a spacious 2 bedroom & 2-1/2 bathroom townhome. The property backs up to conservation land which can ...
From $209 per night (USD)
Expedia
From $326 per night (USD)
VRBO
Peaceful Cedars East Condo–Coastal Comfort & Tennis Fun Unit #803 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Escape to Paradise at Cedars East Tennis Resort by RVA Resort Vacations. Discover the ultimate Longboat Key getaway at ...
From $326 per night (USD)
VRBO
From $351 per night (USD)
Expedia
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 $351 per night (USD)
Expedia
From $389 per night (USD)
VRBO
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 $389 per night (USD)
VRBO
From $697 per night (USD)
Expedia
Crooked Coconut: Resort Pool & Spa, Dock, Kayaks
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Crooked Coconut by Anna Maria Life Vacation Rentals 12204 45th Avenue Dr. W, Bradenton, FL 34210 What You'll Love About ...
From $697 per night (USD)
Expedia
From $247 per night (USD)
VRBO
Updated Modern condo just 50 steps from the beach
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
SEAPLACE CONDOMINIUM - Bright and sunny condo 50 steps to beach. G-1 is building closest to beach. Seaplace is a resort ...
From $247 per night (USD)
VRBO
From $967 per night (USD)
Expedia
Newly remodeled beach house by Lido Beach and private pool
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Enjoy early morning beachcombing and breathtaking sunsets on Lido Beach. Unwind and breathe deep strolling along the one ...
From $967 per night (USD)
Expedia
From $273 per night (USD)
VRBO
Cozy condo in Cedars East
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Cozy Condo in Cedars East is a place for you to unwind and revive yourself. Only a 5 minute walk to the beach. Close to ...
From $273 per night (USD)
VRBO
From $349 per night (USD)
Expedia
1st Floor Beachfront Luxury–Ocean Views Included Club Longboat #516 by RVA
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
RVA invites you to experience the intimacy and warmth of northern Longboat Key at Club Longboat Beach and Tennis Resort. ...
From $349 per night (USD)
Expedia
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VRBO
Family Retreat to Personal Getaway Resort
Bedrooms:
1
Bathrooms:
0
Sleeps:
0
Beautiful 3rd floor view overlooking the Gulf of Mexico. The room has a queen sized murphy bed, balcony overlooking the ...
Click For Pricing
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 $548 per night (USD)
VRBO
Beautiful Beach Island Home
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
This stunning property is a large two-story home on Longboat Key with private deeded beach access, pool, hot tub, dock, ...
From $548 per night (USD)
VRBO
From $429 per night (USD)
Expedia
Beachcomber unit 504
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The Beachcomber is a jewel on the luxurious island of Longboat Key, located directly on the white sandy beach of the Gul ...
From $429 per night (USD)
Expedia
From $445 per night (USD)
VRBO
Dolphin’s Den: Seaside Escape w Rooftop Gulf Views & Private Beach by RVA
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Experience this peaceful beach vibe at the Dolphin's Den in Longboat Key located in a clean, quiet private cul-de-sac. J ...
From $445 per night (USD)
VRBO
From $429 per night (USD)
VRBO
Unit #309 great rates, 2 Bed 2 Bath, view of ocean, steps to the sandy beach.
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Located directly on the white sandy beach of the Gulf of Mexico. Sand Cay Beach Resort is a jewel on the luxurious isla ...
From $429 per night (USD)
VRBO
From $299 per night (USD)
VRBO
Beautiful private beach and backyard pool at our restored Old Florida house!
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Beach cottage on a double lot with fenced yard on Long Boat Key Barrier Island. This 3 bedroom two full bath 50s ranch w ...
From $299 per night (USD)
VRBO
From $468 per night (USD)
Expedia
BOOK NOW - BEAUTIFUL HOME, BEACH ACCESS!!
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
ISLAND PARADISE!!! Enjoy this spectacular home in a beautiful, very quiet, Longboat Key neighbourhood. Take a leisurely ...
From $468 per night (USD)
Expedia
From $395 per night (USD)
VRBO
Gorgeous Gulf views and a beachfront location!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
From the moment you walk in the door of this 2 1/2 bedroom, 2 bath beach front condo you will know you made the right ch ...
From $395 per night (USD)
VRBO
From $461 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 $461 per night (USD)
VRBO
From $194 per night (USD)
VRBO
Perfect cottage! Million dollar views
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Adorable beach cottage with million dollar views of Sarasota Bay out front and a canal out back. Gorgeous seating in bot ...
From $194 per night (USD)
VRBO
From $315 per night (USD)
Expedia
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 $315 per night (USD)
Expedia
From $240 per night (USD)
VRBO
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 $240 per night (USD)
VRBO
From $340 per night (USD)
Expedia
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 $340 per night (USD)
Expedia
From $430 per night (USD)
VRBO
Secluded Bayside Gem with Spectacular Views!!!!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Reservations for this property have to be in full week intervals Sat-Sat check in /out. During peak season Jan-April we ...
From $430 per night (USD)
VRBO
From $359 per night (USD)
VRBO
Luxury Beach Condo - Breathtaking Ocean View - 2br/2bath
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
Direct beachfront access with a private beach area. Guests enjoy stunning sea views from a screened-in balcony patio and ...
From $359 per night (USD)
VRBO
From $717 per night (USD)
VRBO
Longboat Key home on the canal and a 5 minute walk to the beach
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Updated single 4 BR 3 bath home in the popular Country Club Shores community of Longboat Key. Open concept main living ...
From $717 per night (USD)
VRBO
From $332 per night (USD)
Expedia
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 $332 per night (USD)
Expedia
From $706 per night (USD)
VRBO
Waterfront Coastal 3 BR/3 BTH w/ Pool, 50ft. Boat Dock, Walk to Beach
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Stunning, newly renovated 3BR/3BTH home on preferred southern end of Longboat Key. Luxury interior design features cozy, ...
From $706 per night (USD)
VRBO
From $540 per night (USD)
Expedia
ST. ARMANDS CIRCLE, 3 Bedroom 3 Bath, Heated Pool!
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Beautiful completely renovated 3 bedroom 3 bath home. Ideally located steps (3-5 minute walk) from St Armand's Circle sh ...
From $540 per night (USD)
Expedia
From $520 per night (USD)
VRBO
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 $520 per night (USD)
VRBO
From $494 per night (USD)
Expedia
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 $494 per night (USD)
Expedia
From $138 per night (USD)
VRBO
COZY ISLAND RETREAT AS LOW AS 59.00 PER NIGHT
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
HOUSE HOLDS 8 GUESTS KITCHEN HAS UPDATED APPLIANCES FULLY EQUIPPED WITH UTENSILS DINING ROOM 4 BEDROOMS 3 BATHROOMS 2 WA ...
From $138 per night (USD)
VRBO
From $776 per night (USD)
VRBO
Available THANKSGIVING & CHRISTMAS! Luxurious beachfront house on exclusive LBK!
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 $776 per night (USD)
VRBO
From $910 per night (USD)
VRBO
Bay to Beach: Amazing Views of Gulf & Bay by Anna Maria Life Vacation Rentals
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Bay to Beach by Anna Maria Life Vacation Rentals 1407 Gulf, 101, Bradenton Beach, FL 34217 What You'll Love About This ...
From $910 per night (USD)
VRBO
From $420 per night (USD)
VRBO
Stunning Gulf views - Gorgeous, Spacious, Just 5 steps to the sand!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Just you and the Gulf! Enjoy breathtaking sunsets from this, 1,488 sq. ft., beautiful 2 bedroom, 2 bath direct Gulf walk ...
From $420 per night (USD)
VRBO

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Results: 740 Rentals