
Beachfront holiday rental in Longboat Key
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Top-rated beachfront accommodation in Longboat Key
Guests agree: These beachfront homes are highly rated for location, cleanliness and more.
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Popular amenities for Longboat Key beachfront rentals
Pet-friendly beachfront home rentals

Quiet Beachfront Bungalow on Florida’s Gulf Coast
We had the most amazing stay at this beautiful beach rental in Indian Shores! The location was perfect—just steps from the sand with stunning sunsets every evening. The space was clean, cozy, and had everything we needed for a relaxing and comfortable getaway. From beach chairs and towels to a fully stocked kitchen, every little detail was thought of. Kamiron was a fantastic host—friendly, responsive, and genuinely welcoming. She made sure we had everything we needed and checked in just enough to make us feel cared for. The area itself was peaceful and family-friendly, and close to some great local restaurants. We left feeling refreshed and already dreaming of coming back. Highly recommend this property for your stay. 😊

Newly Remodeled Beachfront Studio - On the sand!
Jeffery’s rental was perfect. He has such an eye for detail and it’s beautifully decorated. Our view of the ocean from the sitting area outside the rental was spectacular! The space contained everything you would possibly need and was extremely comfortable. This is our second stay at Shell Cove 1 and we highly recommend it to others.

Beautiful Beach House
Randy’s house was perfect for the 5 of us and our dog. We got rained out one day, so the porches were a lovely place to listen to the storms. The beach access easy to find and amazing!!! It reminded me of summers here as a kid. We borrowed chairs from the house and spent hours with our feet in the water. Close to both Bradenton Beach and St. Armand’s for restaurants and shopping. Highly recommend Randy’s house!

The Shell House
Very beautiful house within easy walking distance to the beach. It was very clean and the check in and out process was easy. My family and I had a great time. The beaches were beautiful and just a short walk from the house. The pool in the back yard was private and perfect for my family. The decor and landscaping was great! I highly recommend staying here. It was perfect!

Waterside Studio in the heart of TI, walk to beach
My husband and I needed a little staycation after a stressful few months. The little apartment at the beach was perfect. The location was beautiful despite the fact that the area is still recovering from a few hurricanes last year. The host was also very helpful and gave some great recommendations. The only negative thing that I can say is that my stay was too short. I look forward to staying there again.

༄ Sunset Shore on Anna Maria Island ༄
First time visit to AMI & it was beyond amazing. The house was so clean & just as described. Outdoor space had fantastic ambiance & plenty of space for a family of 7. Had some other family vacationing there as well, and they spent the whole time at our house because they said it was 1000 times better than where they were staying. Owners were so friendly, quick to respond & just overall welcoming & accommodating. Highly recommend staying here!!

BEACHFRONT Condo - Belleair Beach Club - RENOVATED
Mathew's place was exactly what I needed. Calm, quiet and very peaceful. I didn't hear the neighbors the whole time I was there. The beach was literally right out the window. So getting down there was very easy. Having a beach chair, cooler and bag in the condo was very convenient. The condo was very clean and homey. I liked being able to cook for myself and never having to leave the complex. I will definitely stay here again!!

Private Beachfront 2BR BUNGALOW*POOL*PETS ok
Amazing place to stay for a relaxing beach vacation!!! The cottage is adorable with a gorgeous view and you can’t beat walking right out the back door to the beach! We love staying here!
Beachfront home rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!
A beautiful home with a private, relaxed atmosphere and all the amenities you could need.

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
Kyle was extremely responsive, the place was fabulous, clean, comfortable and quiet, the pool was clean and comfortable. The Bungalow is just minutes to all Siesta Key has to offer, can’t wait to go back!!!!!

AMI Ohana Beach Resort A with fabulous salt pool!
This place was incredible. Clean, amazing location, great accommodating host. Rex replied quickly each time. Me and my girlfriend had one of the best vacations here. We appreciate the memories. Thank you so much!

Ocean Air Oasis-New Centrally Located AMI Luxury
We had a wonderful stay at this beautiful house! This was our 5th trip to AMI and this was our favorite rental yet. Beautiful, clean home, gorgeous pool, minutes from the beach! My mom even walked to the beach in about 10 minutes. Right around the corner from ice cream, shops and rentals. We’d love to stay at this house again!

Sunset View
We had a blast! The house was everything we expected and Renee was very responsive! Zero complaints! 10/10

Sea Side Sunsets Unit C
Astonishing view from the balcony. Clean and well equipped place. The only downside is the living TV was not working the whole time during our stay. Other than that, perfect

Casa Bonita
Our stay at Casa Bonita was truly a five star experience. The location was great, just steps from the beach access crossing and bridge street where we enjoyed, shops, dining and drinks. No ubers needed! The actual space itself exceeded our expectations. There is plenty of space for lounging inside and out. The pool area offered shading and full sun areas, with games and a bathroom/shower located outside for easy rinsing off. The garage had everything we needed for the perfect beach trip including towels, floats and a wagon. Kitchen and bedrooms were very clean with all of the essentials. And our host Kelly was very responsive with anything we needed. We will certainly be back to Casa Bonita!

'Walk on the Beach" heated pool North End AMI
The place was great. Very comfortable. Lot's of seating inside and out. Pool is well maintained and was just the right temperature. The pool is small, so mainly good for relaxing and talking or for kids to play in. Not really something you can do laps in. 5 minute walk to a beautiful beach and 20 minute walk along the beach to restaurants and shops. Great fishing in the area.
Private beachfront home rentals

Veselka - Canal front w private heated pool & dock
We had an amazing week at Michael and Denzel’s home! It was actually better than the pictures with enough space for everyone to feel right at home. The layout was perfect for two families. The home is spotless and extremely well stocked. The island is beautiful and we enjoyed the pool everyday! Highly recommend this home. It will exceed your expectations in every way!

Sand & Sea Oasis: Condo with Private Beach Access
Fantastic trip from start to finish thanks to Ashley and her chic condo! Not only is this home stylish, spacious and well apppointed - but it is also right on the beach with a nice pool in a great area on Anna Maria Island. This is the perfect place for a party of 4. My husband, my 15 year old daughter and her friend and I couldn’t have been more comfortable. Book now! Don’t wait!

Luxury 2BD Oceanfront Condo + Private Parking
As a fellow host on Airbnb, I can certainly appreciate a clean place to stay. So many places fall short of this, but I have to say that Akira’s condo met the mark in cleanliness. The condo is also a short walk to the beach which came in extra handy in the evening when we watched the sun set over the ocean. Overall, we had a great time and would book again!

North Shore Six
This place is worth more than what we paid. Having the docks for fishing and the beach a block away made this place exquisite. The beach was practically empty every day, which is what we loved. Our stay was clean and comfortable. We recommend staying with Cole!

Walk to Lido Beach &St. Armands -grill/HEATED POOL
Book this immediately! This house is a beautiful, peaceful, tropical oasis that is close to the beach and restaurants. After a day at the beach, the private pool is a great escape. Claudia was very responsive and kind, she answered any questions we had. We were provided with a great starter pack of house items so we could start relaxing right away!

Manatee Manor by Beach Boutique Rentals
Can’t say enough about the place. Clean, peaceful walkable to bayside beach down the street, 5 minutes from great restaurants. Very responsive to our questions. Brought our golden doodle who feel in love with the expanse back area to run and play. Very high end appliances. Water views everywhere. We will be back!

Oceanfront Loft w/ 2 Baths in Madeira Beach
Absolutely beautiful location right on the beach. Walkable to shops and restaurants. Loved the balcony and view from upstairs.

North Shore Seven
We had a great stay! The location is a few minutes walk from the beach and the back porch overlooks a beautiful lagoon. The BnB was well stocked with coffee, soaps, and all the things you'd expect. There was a minor mixup with the housekeeping but Grant worked quickly to correct it and we had a fantastic week. We will be looking at this space to stay again in the future. A great place on Longboat Key
Quick stats about beachfront rentals in Longboat Key
Total rentals
130 properties
Nightly prices starting at
$100 NZD before taxes and fees
Total number of reviews
2.3K reviews
Family-friendly rentals
100 properties are a good fit for families
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
60 properties have a dedicated workspace
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Caspersen Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Manasota Key Beach
- Streamsong Resort
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park