
Beachfront holiday rentals in Longboat Key
Find and book unique beachfront homes on Airbnb
Quick stats about beachfront rentals in Longboat Key

Total holiday rentals
Explore 130 holiday rentals in Longboat Key

Nightly prices starting at
Longboat Key holiday rentals start at $76 SGD per night before taxes and fees

Verified guest reviews
Over 2,840 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
130 of Longboat Key holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Longboat Key rentals

4.8 Average rating
Longboat Key stays are highly rated by guests – averaging 4.8 out of 5!
Top-rated beachfront rentals in Longboat Key
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.

Longboat Key-OCEAN FRONT- on the beach
My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).
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NO Stairs, Siesta beachfront. Walk to the village!
Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings, and décor. You literally walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.
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Studio - On the sand! Right on the beach. Sunsets
ONE SHELL COVE - Anna Maria Island, Bradenton Beach. Totally remodeled after Hurricane Helene. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves. The beach right outside your window. Grab your towel, take a few steps, and you're on the beach. The sand comes right up to your patio in this ground floor unit. Amazing Location Parking All Amenities Almost all 5 star reviews. Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach
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Beach Bliss: Open Sept 13th & 14th!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!
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Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.
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Beachfront Resort, Ocean View, Pool, Tennis, Gym
Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.
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Beachfront Condo in Exclusive Resort
The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.
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Sunset and beach view from your balcony Unit 403
A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.
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The Beach Condo #107 Beachfront Full View
Unit #107 has private beach access. Only a few steps to the beach will full gulf view. This end condo unit is quiet, ground floor . It is a small studio: new queen murphy bed and queen sofa bed. No separate bedroom. Limited initial limited supply of products/soaps/towels. Common use W/D across from unit. This is a small studio at 330 sq ft. It has been recently remodeled. Grounds, unit, pool recently renovated due to hurricanes.
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Beachfront Condo w/ Ocean View - Newly Renovated!
Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.
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Beachfront Escape – Private Balcony, Gulf Views
Beachfront Condo – No Street to Cross, Just Steps to the Sand Enjoy panoramic Gulf and sunset views from your private covered balcony in this spacious 1-bedroom, 1-bath condo on the 4th floor of Turtle Crawl Inn. Located directly on the beach in beautiful Longboat Key, FL, this unit offers unobstructed 180° views from every room and the peaceful sound of the waves just outside your door.
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Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
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Popular amenities for beachfront rentals in Longboat Key
Pet-friendly beachfront home rentals

Do you love the beach?
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Quiet Beachfront Bungalow on Florida’s Gulf Coast
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Private Beachfront 2BR BUNGALOW*POOL*PETS ok
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Penthouse Oceanview Mermaid Villa
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Luxury Seashell Oceanfront Condo with Pool
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♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥
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Amazing views on beachfront
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BEACHFRONT Condo - Belleair Beach Club - RENOVATED
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Beachfront home rentals with a pool

Beachfront Treasure Island | Pool | Penthouse
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Heated Pools & Spa · Private Beach + Bay Views
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3 BR Condo On Longboat Key Beach and Waterfront
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Turtle Shores Beachfront Oasis
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Just renovated, beach view from balcony Unit 203
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Renovated Beach Paradise. Ground Floor unit 64
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New Listing! 4BR + Beach View + Heated pool!
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7th Heaven by Duncan Real Estate
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Private beachfront home rentals

Beachfront Corner Condo | Sunset Gulf Views
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Carissa B | Beachside Retreat | Golf Cart | Pool
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New 8/8 bathroom beach house! Heated pool and spa!
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Magnolia Palms: Family Retreat w/ Backyard Oasis
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Anna Maria 2BR Condo • Walk to Beach, Dining, Pier
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Bayfront • Rehabbed • Pickleball • Private Beach
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Luxury 3BD Beachfront Retreat with Heated Pool!
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TOES IN THE SAND!
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When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $458 SGD | $589 SGD | $654 SGD | $607 SGD | $420 SGD | $436 SGD | $363 SGD | $322 SGD | $319 SGD | $346 SGD | $358 SGD | $441 SGD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Hard Rock Casino
- University of South Florida
- Dunedin Beach
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Crescent Beach
- Tropicana Field
- Englewood Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Anna Maria Public Beach
- Img Academy





