
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 140 holiday rentals in Longboat Key

Nightly prices starting at
Longboat Key holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 2,800 verified reviews to help you choose

Family-friendly holiday rentals
110 properties offer extra space and kid-friendly amenities

Holiday rentals with a pool
130 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
140 of Longboat Key holiday 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 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).
ViewWalkabilityFamily

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
BeachWalkabilityAir conditioning

Summer House longboat key
Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach. minutes from St Armand’s circle. feel free to reach out with any questions or requests
WalkabilityBeachParking

Island Time: Open July 7 - 10!
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...!
ViewBeachDecor

Beachfront in Pass-A-Grille w/ 2 bikes
Enjoy an intimate and relaxing stay on the best stretch of the St. Pete Beach of Pass-a-Grille. Walk out your door to the white sand towards the famous Don Cesar or dine on your deck facing the water. Free parking, 2 bikes, SUP board, towels, umbrella, beach chairs, & cooler! We are allowed 3 rentals under 28 yearly. Please inquire to see if you are one of the lucky guests to come. We love long term guests but understand not everyone can do this and simply need a little escape! 🤍
WalkabilityBeachHeating

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.
ViewWalkabilityAmenities

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.
ViewBeachPool

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and 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 door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach
ViewWalkabilityEV charging

Best views of the beach from your balcony Unit 301
Welcome to Paradise! Unit 301 with unobstructed Mexican Gulf View. This is a corner condo, so you have more space and a side window view. We just repainted our apartment and renovated the bathroom. A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. Enjoy the large living room area with a queen Murphy bed for extra comfort, there's plenty of room for 6 in this condo.
WalkabilityViewBarbecue

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.
ViewWalkabilityTV

On the Beach; Siesta Key SunBum Studio
Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs.
ViewWalkabilityAmenities

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.
ViewBeachHospitality
Popular amenities for Longboat Key beachfront rentals
Pet-friendly beachfront home rentals

♥ OCEANFRONT VIEW ♥ BEACHFRONT CONDO ♥ NEW ♥ U2 ♥
ViewBeachTV

Quiet Beachfront Bungalow on Florida’s Gulf Coast
ViewBeachCheckout

Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
WalkabilityViewQuiet

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
WalkabilityViewParks

Do you love the beach?
ViewWalkabilityCleanliness

Amazing views on beachfront
WalkabilityViewOutdoor spaces

Luxury Seashell Oceanfront Condo with Pool
BeachWalkabilityValue

𖤓Updated Stilt home: just steps to the beach!𖤓
BeachWalkabilityCondition
Beachfront home rentals with a pool

Renovated Beach Paradise. Ground Floor unit 64
WalkabilityViewBackyard

Relax in a Newly Renovated Beach Front Paradise
WalkabilityBeachAccess

Beachfront Getaway in Siesta Key
WalkabilityBeachLayout

Sea Grape Inn #1- Beachfront Property
ViewBeachSleep quality

TOES IN THE SAND!
WalkabilityViewBathroom

NEW!~ Beach Front/Heated Pool! Coconuts 107
ViewBeachCondition

Beach Front at “The Shore”
ViewWalkabilityKitchen

7th Heaven by Duncan Real Estate
BeachViewCheck-in
Private beachfront home rentals

Beachfront Corner Condo | Sunset Gulf Views
ViewWalkabilityCondition

Heated Pool, Hot Tub, Game Room, Steps to Beach!
BeachWalkabilityLocation

Amazing beachfront View & balcony on Long Boat Key
BeachViewCondition

ShoreSideSuites Stunning Gulf Views|Steps to Beach
BeachViewIndoor spaces

New! Heated Pool • Shopping • Pine Ave • Beaches!
BeachWalkabilityFamily

Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games
WalkabilityBeachPool

Gulf front screened lanai, best sunset views AMI
ViewBeachAccess

Dolphins Delight: Expansive Views of Tampa Bay
ViewPoolCheck-in
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $516 AUD | $665 AUD | $738 AUD | $558 AUD | $374 AUD | $418 AUD | $409 AUD | $364 AUD | $360 AUD | $391 AUD | $404 AUD | $498 AUD |
| 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
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- Manasota Key Beach
- University of South Florida
- Hard Rock Casino
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Sand Key Beach
- Anna Maria Public Beach





