Beachfront holiday rental in Longboat Key

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Popular amenities for Longboat Key beachfront rentals

Pet-friendly beachfront home rentals

Top Guest favourite
Bungalow in Indian Shores
5 out of 5 average rating, 209 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

Liz Rating, 5 stars1 week ago
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. 😊
Guest favourite
Apartment in Bradenton Beach
4.9 out of 5 average rating, 126 reviews

Newly Remodeled Beachfront Studio - On the sand!

AnnetteRating, 5 stars4 days ago
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.
Top Guest favourite
Home in Longboat Key
4.96 out of 5 average rating, 82 reviews

Beautiful Beach House

NicoleRating, 5 stars1 week ago
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!
Guest favourite
Home in Anna Maria
5 out of 5 average rating, 6 reviews

The Shell House

CindyRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Treasure Island
4.9 out of 5 average rating, 126 reviews

Waterside Studio in the heart of TI, walk to beach

FrancineRating, 5 stars3 days ago
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.
Top Guest favourite
Home in Anna Maria
5 out of 5 average rating, 37 reviews

༄ Sunset Shore on Anna Maria Island ༄

CourtniRating, 5 stars1 week ago
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!!
Superhost
Apartment in Belleair Beach
4.7 out of 5 average rating, 461 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

MichelleRating, 5 stars3 weeks ago
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!!
Guest favourite
Bungalow in Indian Shores
4.95 out of 5 average rating, 152 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

AmyRating, 5 stars8 months ago
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

Top Guest favourite
Home in Sarasota
4.97 out of 5 average rating, 67 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

KyleRating, 5 stars1 week ago
A beautiful home with a private, relaxed atmosphere and all the amenities you could need.
Guest favourite
Bungalow in Siesta Key
4.97 out of 5 average rating, 32 reviews

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

PaulRating, 5 stars1 month ago
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!!!!!
Guest favourite
Apartment in Holmes Beach
4.95 out of 5 average rating, 37 reviews

AMI Ohana Beach Resort A with fabulous salt pool!

DiegoRating, 5 stars3 weeks ago
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!
Guest favourite
Home in Anna Maria
4.94 out of 5 average rating, 17 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

MelodyRating, 5 stars1 month ago
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!
Top Guest favourite
Home in Bradenton Beach
5 out of 5 average rating, 19 reviews

Sunset View

AngelaRating, 5 stars1 day ago
We had a blast! The house was everything we expected and Renee was very responsive! Zero complaints! 10/10
Guest favourite
Condo in Independence Square
5 out of 5 average rating, 8 reviews

Sea Side Sunsets Unit C

RikkyRating, 5 stars1 month ago
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
Superhost
Home in Bradenton Beach
5 out of 5 average rating, 4 reviews

Casa Bonita

SonyaRating, 5 stars2 days ago
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!
Top Guest favourite
Home in Anna Maria
5 out of 5 average rating, 24 reviews

'Walk on the Beach" heated pool North End AMI

AndrewRating, 5 stars2 weeks ago
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

Top Guest favourite
Home in Anna Maria
5 out of 5 average rating, 36 reviews

Veselka - Canal front w private heated pool & dock

CarrieRating, 5 stars6 days ago
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!
Top Guest favourite
Apartment in Holmes Beach
5 out of 5 average rating, 8 reviews

Sand & Sea Oasis: Condo with Private Beach Access

BrittonRating, 5 stars2 days ago
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!
Guest favourite
Apartment in Holmes Beach
4.98 out of 5 average rating, 45 reviews

Luxury 2BD Oceanfront Condo + Private Parking

LawrenceRating, 5 stars1 day ago
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!
Guest favourite
Home in Longboat Key
5 out of 5 average rating, 23 reviews

North Shore Six

PJRating, 5 stars9 months ago
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!
Top Guest favourite
Home in Lido Key
5 out of 5 average rating, 24 reviews

Walk to Lido Beach &St. Armands -grill/HEATED POOL

AnnieRating, 5 stars5 days ago
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!
Top Guest favourite
Home in Anna Maria
5 out of 5 average rating, 10 reviews

Manatee Manor by Beach Boutique Rentals

MaryRating, 5 stars2 weeks ago
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!
Guest favourite
Condo in Madeira Beach
5 out of 5 average rating, 30 reviews

Oceanfront Loft w/ 2 Baths in Madeira Beach

KristinRating, 5 stars3 weeks ago
Absolutely beautiful location right on the beach. Walkable to shops and restaurants. Loved the balcony and view from upstairs.
Top Guest favourite
Home in Longboat Key
5 out of 5 average rating, 11 reviews

North Shore Seven

ChrisRating, 5 stars11 months ago
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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