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

Total vacation rentals
Explore 130 vacation rentals in Longboat Key

Nightly prices starting at
Longboat Key vacation rentals start at €52 per night before taxes and fees

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

Family-friendly vacation rentals
100 properties offer extra space & kid-friendly amenities

Vacation rentals with a pool
120 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
130 of Longboat Key vacation rentals include wi-fi 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).
4.96 out of 5 average rating, 125 reviews
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
4.92 out of 5 average rating, 157 reviews
Private Beachfront 2BR BUNGALOW*POOL*PETS ok
DIRECT BEACHFRONT BUNGALOW "MARLIN'S HIDEAWAY." Rare free standing direct beach front house! with private sandy beach backyard! NOT a condo - No crowded elevators, hallways, lobby area, NO faraway parking spaces FEATURES: Great room plan, Sleeps 6, 2 BR + sleeper sofa, all SMART TVs, high speed Wi-Fi. Kitchen is fully equipped. Bathroom is tub/shower with seat. Approx 850 sq ft. Private, fenced deck - PETS ok. BARRETT BEACH BUNGALOWS is a boutique resort ONLY 4 bungalows share heated pool
4.97 out of 5 average rating, 206 reviews
Island Time: Open Sept 29th-Oct 3rd, 4 Night Stay!
This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the second floor, overlooking the heated pool and ocean, this dreamy studio condo 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...!
4.98 out of 5 average rating, 258 reviews
Beachfront Siesta Key | Gulf View + Private Beach
Sun Bum Studio is your Siesta Key Beachfront Escape Wake up steps from the white quartz sand of world-famous Siesta Key. Sun Bum Studio is located in the beachfront tower at Palm Bay Club, with a south-facing view of the beach and Gulf from the floor-to-ceiling glass doors and patio. Enjoy private Crescent Beach access with complimentary beach loungers, two heated pools, hot tub, fitness center, tennis and pickleball courts, fishing pier, boat docks, grills and free covered parking.
4.97 out of 5 average rating, 397 reviews
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.
4.98 out of 5 average rating, 128 reviews
Turtle Shores Beachfront Oasis
Unwind in a paradise of crystal-clear waters, soft sands, and breathtaking sunsets. Start each day with a peaceful stroll along the shoreline, where waves gently lap at your feet. As the sun dips below the horizon, enjoy sunsets so surreal they remind you why vacations matter. At night, gaze at a sky full of stars, listen to soothing waves, and feel the ocean breeze. More than a getaway, this is pure bliss—where pristine, silky sands and ample privacy create the perfect escape.
4.87 out of 5 average rating, 67 reviews
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.
4.9 out of 5 average rating, 241 reviews
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.
4.88 out of 5 average rating, 139 reviews
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.
4.87 out of 5 average rating, 210 reviews
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.
4.89 out of 5 average rating, 127 reviews
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. 🌴
4.98 out of 5 average rating, 129 reviewsPopular amenities for Longboat Key beachfront rentals
Beachfront home rentals with a pool

Beachfront Condo w/ Ocean View - Newly Renovated!
4.94 out of 5 average rating, 196 reviews
Relax in a Newly Renovated Beach Front Paradise
4.98 out of 5 average rating, 139 reviews
Beachfront Getaway in Siesta Key
4.78 out of 5 average rating, 567 reviews
Just renovated, beach view from balcony Unit 203
4.97 out of 5 average rating, 30 reviews
Beachfront Condo on Anna Maria Island
5.0 out of 5 average rating, 6 reviews
7th Heaven by Duncan Real Estate
4.74 out of 5 average rating, 39 reviews
Seaclusion~Across from the Beach~ Heat Pool!
4.96 out of 5 average rating, 47 reviews
Sea Grape Inn #7 - Beachfront Property
5.0 out of 5 average rating, 4 reviewsBeachfront home rentals with a hot tub

Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
Rincón Divino MB 2 Balconies, Ocean & Marina Views
4.99 out of 5 average rating, 243 reviews
Beachfront • Steps to Sand • Sunset View • Balcony
4.9 out of 5 average rating, 226 reviews
Beachfront Condo Resort on Treasure Island
4.89 out of 5 average rating, 215 reviews
Siesta Key For Me @ The Palm Bay Club
4.98 out of 5 average rating, 139 reviews
𖤓Updated Stilt home: just steps to the beach!𖤓
4.98 out of 5 average rating, 202 reviews
Panoramic Gulf View Beachfront Condo
4.93 out of 5 average rating, 152 reviews
Luxury Seashell Oceanfront Condo with Pool
4.9 out of 5 average rating, 119 reviewsPet-friendly beachfront home rentals

Quiet Beachfront Bungalow on Florida’s Gulf Coast
5.0 out of 5 average rating, 254 reviews
Do you love the beach?
4.94 out of 5 average rating, 105 reviews
Penthouse Oceanview Mermaid Villa
4.88 out of 5 average rating, 116 reviews
BEACHFRONT Condo - Belleair Beach Club - RENOVATED
4.72 out of 5 average rating, 548 reviews
♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥
4.94 out of 5 average rating, 152 reviews
Amazing views on beachfront
4.91 out of 5 average rating, 488 reviews
Siesta Beach home w/ private access, walk to town!
4.94 out of 5 average rating, 133 reviews
Beautiful Beachfront Cottage on the Water
4.95 out of 5 average rating, 204 reviewsWhen is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €315 | €406 | €451 | €418 | €289 | €301 | €250 | €222 | €220 | €239 | €247 | €304 |
| 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
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