
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
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 Bliss!
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, 243 reviews
Beachfront • Steps to Sand • Sunset View • Balcony
Just 14 steps from your second-floor beachfront condo, you’re on the powder-soft sands of Anna Maria Island. The bedroom has a plush queen bed, and the living room offers a queen sleeper sofa. Enjoy a full kitchen, cable TV, high-speed Wi-Fi, shared laundry downstairs, and one assigned parking space. Relax on your balcony with sweeping Gulf views and unforgettable sunsets. Perfect for couples or families, this is a true beachfront retreat with sand and sea at your doorstep.
4.9 out of 5 average rating, 227 reviews
On Private Beach! Full Kitchen Ground Level Unit 7
Fully remodeled in 2025! We’re back & better than ever! ON Private Beach 1 bd/1ba with breathtaking Gulf views! This 1 bedroom unit w patio leading to private beach features a full kitchen & 1 king bedroom + pullout sofa sleeping 4 guests. Smart TVs, we furnish linens, towels, toiletries, beach chairs/towels & gas grill. 1 free parking space included. For additional availability see IDENTICAL unit same location Tide Vibes #7 and 2 bedroom unit #5, sleeps 6.
4.89 out of 5 average rating, 128 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 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.
4.94 out of 5 average rating, 197 reviewsPopular amenities for Longboat Key beachfront rentals
Beachfront home rentals with a pool

Waterfront Pool Home Steps to Beach
4.96 out of 5 average rating, 129 reviews
BEACHFRONT Condo - Belleair Beach Club - RENOVATED
4.72 out of 5 average rating, 548 reviews
Beachfront Siesta Key | Gulf View + Private Beach
4.97 out of 5 average rating, 397 reviews
AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks
4.82 out of 5 average rating, 119 reviews
Just renovated, beach view from balcony Unit 203
4.97 out of 5 average rating, 31 reviews
Turtle Shores Beachfront Oasis
4.87 out of 5 average rating, 68 reviews
7th Heaven by Duncan Real Estate
4.74 out of 5 average rating, 39 reviews
Right on the water with private boat slip
4.96 out of 5 average rating, 54 reviewsBeachfront home rentals with a hot tub

Rincón Divino MB 2 Balconies, Ocean & Marina Views
4.99 out of 5 average rating, 243 reviews
Beachfront Condo in Exclusive Resort
4.86 out of 5 average rating, 672 reviews
𖤓Updated Stilt home: just steps to the beach!𖤓
4.98 out of 5 average rating, 203 reviews
Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
Gulf Strand Beach Resort
4.86 out of 5 average rating, 281 reviews
Panoramic Gulf View Beachfront Condo
4.93 out of 5 average rating, 152 reviews
850 Sqft - 1 Bedroom 1.5 Bath (GULF FACING!) Condo
4.91 out of 5 average rating, 214 reviews
Siesta Key For Me @ The Palm Bay Club
4.98 out of 5 average rating, 139 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
Amazing views on beachfront
4.91 out of 5 average rating, 489 reviews
♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U3 ♥
4.96 out of 5 average rating, 164 reviews
Beautiful Beachfront Cottage on the Water
4.95 out of 5 average rating, 204 reviews
The Mermaid: Heated Pool, 4 Houses to Beach
4.94 out of 5 average rating, 149 reviews
#5 Cottage on the beach-*Water View* -Indian Rocks
4.79 out of 5 average rating, 138 reviewsWhen is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €316 | €406 | €451 | €419 | €290 | €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
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