
Holiday rentals with beach access in Longboat Key
Find and book unique accommodation with beach access on Airbnb
Quick stats about holiday rentals with beach access in Longboat Key

Total holiday rentals
Explore 590 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 5,610 verified reviews to help you choose

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

Pet-friendly accommodation
Find 70 rentals that welcome pets

Holiday rentals with a pool
510 properties feature pools

Rentals with dedicated workspaces
190 properties have a dedicated workspace

Wi-Fi availability
580 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 Accommodation with Beach Access in Longboat Key
Guests agree: These holiday homes with beach access 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
Steps to the beach! Condo with pool at The Terrace
Just 200 steps from the white sands of Holmes Beach, this beautifully updated 2BR/2BA condo has everything to offer! Our unit features high-speed internet, Keurig , balconies off of each bedroom, 1-car garage, washer/dryer, heated shared pool, and access to all the beach necessities (toys, umbrellas, chairs, tent, bicycles, SUP, cart). This unit sleeps 6 (1-King, 1-Queen, & Full size sofa bed). LOCATION, LOCATION! You'll be just steps from restaurants, cafés, shops, and the free island trolley!
4.96 out of 5 average rating, 112 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
Beautiful Beach House
Beautiful, updated 1937 beach house. Original LongBeach cottage. Gated entrance to property. Three bedroom, two bath. Master bathroom has bathroom en suite. Hardwood floors throughout. Kitchen updated. Beautiful front and back porches to enjoy the sunshine. Private access to beach and Gulf of Mexico. Walking distance to shops and Tennis. Bedrooms include master with King, second bedroom with queen, third bedroom with two twins. Come join us in longboat key for sunshine, beaches,culture,tennis
4.97 out of 5 average rating, 113 reviews
Beach Condo: Open Tonite-Wed $294 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, 124 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
Beach Condo with Quiet, Private Beach
Escape to our serene 2-BR beachfront condo on Longboat Key. This corner unit offers stunning Gulf of Mexico views and sleeps 6. Enjoy direct beach access, a heated pool, and a private patio perfect for sunsets. Located in the quiet Beach Castle Resort, it's the ideal beach vacation rental for families or couples seeking a tranquil getaway. Walk to local restaurants and cafes from your peaceful retreat. A guest-loved home, consistently rated top 5% among Airbnb’s homes.
4.98 out of 5 average rating, 109 reviews
Bradenton Beach Sunsets 2, Anna Maria Island, FL
NO BOOKING FEE! Fully furnished water view beach cottage located on beautiful Anna Maria Island directly across the street from white sand beach and Gulf of Mexico. 1 Bedroom 1 bath unit that sleeps 4 with the queen pull out couch. Beach chairs/umbrellas/Boogie boards/laundry room, etc. provided. Three blocks from historic Bridge Street with lively restaurants and bars. Free island trolley and across the bridge from Cortez fishing village. Free off-street parking.
4.98 out of 5 average rating, 262 reviews
STEPs to BEACH! /Heated Salt Pool/Sunsets/5 STAR!
Less than a 2 min WALK to the white sand beaches of the Gulf, this 4 BR home comfortably sleeps 8. Large bedrooms & a spacious floor plan (the kitchen, dining and living rooms flow together), the house is perfect for families. The bedrooms are split 2+2 & paired with bathrooms on opposite ends of the house (a pocket door adds privacy). Private heated saltwater pool sits amidst the tropical yard. Hop on the free trolley and explore Florida's gorgeous Anna Maria Island.
4.98 out of 5 average rating, 205 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 reviewsPopular amenities for Longboat Key Accommodation with Beach Access
Apartment rentals with beach access

Studio - On the sand! Right on the beach. Sunsets
4.92 out of 5 average rating, 157 reviews
Lido Key FL Studio/Efficiency 5
4.85 out of 5 average rating, 152 reviews
Beach Don't Kill My Vibe by Beach Boutique Rentals
4.96 out of 5 average rating, 208 reviews
Direct Beachfront Condo, Ocean balcony view!
4.93 out of 5 average rating, 230 reviews
Beachfront Condo w/ Ocean View - Newly Renovated!
4.94 out of 5 average rating, 196 reviews
Siesta Key Escape | 2BR + Den | Pool & Gulf Views
4.86 out of 5 average rating, 223 reviews
Siesta Premier Location - The 'Calm of Siesta'
4.94 out of 5 average rating, 143 reviews
Cabin 2 at Spinnakers Vacation Cottages
4.96 out of 5 average rating, 195 reviewsHoliday House Rentals with beach access

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
4.98 out of 5 average rating, 130 reviews
St Armand's Mid-Century Oasis
4.9 out of 5 average rating, 163 reviews
Salty Harbor AMI pool retreat near the Beach
4.97 out of 5 average rating, 111 reviews
Private pool, only two blocks .3 miles from beach!
4.82 out of 5 average rating, 104 reviews
Waterfront Pool Home Steps to Beach
4.96 out of 5 average rating, 129 reviews
Beach House w/Private Pool & Spa
4.96 out of 5 average rating, 109 reviews
Oasis by Siesta Key Beach and Downtown SRQ w/pool
4.94 out of 5 average rating, 142 reviews
AMI Sunset Beach - Gulf View Retreat w/ Pool+Decks
4.82 out of 5 average rating, 119 reviewsHoliday condos with beach access

Charming 2BD/2BR with Big Water Views on the beach
4.85 out of 5 average rating, 102 reviews
Cottage on Siesta Key Beachside & Stunning sunsets
4.92 out of 5 average rating, 171 reviews
❤️ Hidden Gem steps away from #1 beach 🏖 Siesta Key
5.0 out of 5 average rating, 172 reviews
Beachfront • Steps to Sand • Sunset View • Balcony
4.9 out of 5 average rating, 227 reviews
Beachfront Siesta Key | Gulf View + Private Beach
4.97 out of 5 average rating, 397 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, 67 reviews
Sunset and Beach view unit 402
5.0 out of 5 average rating, 36 reviewsWhen is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $524 NZD | $643 NZD | $657 NZD | $587 NZD | $489 NZD | $516 NZD | $437 NZD | $390 NZD | $350 NZD | $407 NZD | $449 NZD | $495 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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- Rentals with beach access Manatee County
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- Rentals with beach access United States
- 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
- Dunedin Beach
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Img Academy
- Anna Maria Public Beach





