
Beachfront holiday rental 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 $105 NZD 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 and kid-friendly amenities

Holiday 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 holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 accommodation 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
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.
4.95 out of 5 average rating, 146 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
Beach Condo: Open Tomm & Tuesday $260 total/nt!
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...!
5.0 out of 5 average rating, 125 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
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
Just renovated, beach view from balcony Unit 203
Just renovated, a luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous second-floor unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the great 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.
4.97 out of 5 average rating, 30 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, 130 reviewsPopular amenities for Longboat Key beachfront rentals
Pet-friendly beachfront home rentals

Do you love the beach?
4.94 out of 5 average rating, 105 reviews
Quiet Beachfront Bungalow on Florida’s Gulf Coast
5.0 out of 5 average rating, 254 reviews
Beachfront Condo Resort on Treasure Island
4.89 out of 5 average rating, 215 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
Amazing views on beachfront
4.91 out of 5 average rating, 489 reviews
Luxury Seashell Oceanfront Condo with Pool
4.9 out of 5 average rating, 119 reviews
♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥
4.96 out of 5 average rating, 163 reviewsBeachfront home rentals with a pool

Beachfront Condo w/ Ocean View - Newly Renovated!
4.94 out of 5 average rating, 196 reviews
Glorious Sunsets - Beachfront 2BR Condo
5.0 out of 5 average rating, 102 reviews
Gulf Views | Walkable | Spacious
4.92 out of 5 average rating, 166 reviews
Turtle Shores Beachfront Oasis
4.87 out of 5 average rating, 68 reviews
Sea Grape Inn #1- Beachfront Property
5.0 out of 5 average rating, 3 reviews
Beachfront Condo on Anna Maria Island
5.0 out of 5 average rating, 6 reviews
Right on the water with private boat slip
4.96 out of 5 average rating, 54 reviews
Seaclusion~Across from the Beach~ Heat Pool!
4.96 out of 5 average rating, 47 reviewsPrivate beachfront home rentals

Beachfront Corner Condo | Sunset Gulf Views
4.98 out of 5 average rating, 59 reviews
Amazing beachfront View & balcony on Long Boat Key
4.77 out of 5 average rating, 92 reviews
Steps to Siesta Key Beach! Sunset Balcony Views!
5.0 out of 5 average rating, 15 reviews
Carissa B | Beachside Retreat | Golf Cart | Pool
5.0 out of 5 average rating, 9 reviews
Bayfront • Rehabbed • Pickleball • Private Beach
5.0 out of 5 average rating, 9 reviews
Location! Beach Access/Trolley/ Restaurants!
4.95 out of 5 average rating, 58 reviews
Anna Maria 2BR Condo • Walk to Beach, Dining, Pier
4.89 out of 5 average rating, 63 reviews
~Hot Dates, Cool Prices – Beach Access - Lrg Pool~
4.96 out of 5 average rating, 51 reviewsWhen is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $633 NZD | $814 NZD | $903 NZD | $839 NZD | $580 NZD | $603 NZD | $502 NZD | $446 NZD | $440 NZD | $479 NZD | $495 NZD | $610 NZD |
| 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
- Vinoy Park
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- Tropicana Field
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- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Img Academy
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