Beachfront holiday rentals in Longboat Key

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Longboat Key

Pet-friendly beachfront home rentals

Guest favourite
Apartment in Siesta Key
4.96 out of 5 average rating, 23 reviews

Siesta Key Village, Pool, Beach Access 4-min Walk

JhocelynRating, 5 stars4 days ago
Best airbnb I have stayed at. Place was really nice, clean and comfortable, host very responsive and he made sure we were comfortable during our stay with his check ins. Airbnb was only a couple blocks away from the beach and maybe a 3-4 min walk from all the restaurants. Host was very accommodating to some of the request I had even on my last day! Thank you so much
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
Flat in Bradenton Beach
4.9 out of 5 average rating, 126 reviews

Newly Remodeled Beachfront Studio - On the sand!

AnnetteRating, 5 stars2 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.
Guest favourite
Flat in Holmes Beach
4.98 out of 5 average rating, 44 reviews

Luxury 2BD Oceanfront Condo + Private Parking

JenniferRating, 5 stars1 week ago
Our family had a wonderful stay at Akira’s condo. It was so clean and welcoming, the perfect size for all of us. The location can’t be beat for easy beach access as well as walking distance to some restaurants, shops, and coffee. Communication was top-notch and we appreciated the information in the provided guidebook. We loved our stay and highly recommend this Airbnb.
Guest favourite
Home in Anna Maria
5 out of 5 average rating, 6 reviews

The Shell House

CindyRating, 5 stars1 week 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!
Superhost
Flat in Belleair Beach
4.7 out of 5 average rating, 460 reviews

BEACHFRONT Condo - Belleair Beach Club - RENOVATED

MichelleRating, 5 stars2 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!
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!

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
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 Lido Key
5 out of 5 average rating, 24 reviews

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

AnnieRating, 5 stars3 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 Bradenton Beach
5 out of 5 average rating, 18 reviews

Sunset View

KarlaRating, 5 stars2 months ago
We had a wonderful time. The house was more spacious than pictures shown. Location was amazing!
Superhost
Home in Bradenton Beach
5 out of 5 average rating, 3 reviews

Casa Bonita

LoriRating, 5 stars4 days ago
We had an amazing stay at Kelly’s place. It’s very conveniently located next to local restaurants, mini golf, and local shops. We loved having the beach on one side and the bay on the other. If you are looking for a calm, relaxing beach look no further! We definitely would return in the future!
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.
Guest favourite
Flat in Sarasota
4.89 out of 5 average rating, 282 reviews

VILLA 3 · Pool view. Walk to beach. Daily rentals

KarissaRating, 5 stars1 week ago
We had a great stay. The villa was beautiful and sunny, the property was extremely well maintained. And the walk to the beach was SO close, very convenient. Would definitely love to stay here again.
Superhost
Loft in Longboat Key
4.4 out of 5 average rating, 5 reviews

Inn on the Beach 7304 by FVC

JohnRating, 5 stars10 months ago
FLVacation is definitely top notch in every category. I was very impressed with my entire experience!

Private beachfront home rentals

Top guest favourite
Home in Anna Maria
5 out of 5 average rating, 35 reviews

Veselka - Canal front w private heated pool & dock

LauraRating, 5 stars1 month ago
We had a fantastic time at Michael and Denzil’s place! This was our second time in AMI. We stayed for a week with 6 adults and a toddler and had more than enough space for everyone to have their own room and not feel like we were on top of each other either. The home is very comfortable, clean, and has lots of natural light. We loved that each bedroom had its own bathroom and that we were walking distance to the beach (which wasn’t very busy, it felt private). We loved the pool and backing on to the lagoon too - we did a little fishing and went for a swim everyday. We really appreciated getting a 1:00 PM check in as we were coming in from the airport with a toddler due for a nap! We would 100% book with Michael and Denzil again, we love AMI! Thank you so much!
Top guest favourite
Flat in Holmes Beach
5 out of 5 average rating, 8 reviews

Sand & Sea Oasis: Condo with Private Beach Access

BrittonRating, 5 starstoday
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
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!
Guest favourite
Home in Bradenton Beach
5 out of 5 average rating, 9 reviews

Right by Bridge St and The Beach

JuliannaRating, 5 stars2 weeks ago
had a great stay! just as pictured! Location was perfect - 2 mins to the beach and restaurants!
Guest favourite
Flat in Lido Key
4.93 out of 5 average rating, 58 reviews

The Studio

JessicaRating, 5 stars2 weeks ago
Sterling was a great host. Beautifully decorated studio in a great location. Walkable to Lido Beach and St Armand’s Circle. The surrounding area is very peacefully, with beautiful homes. Highly recommend.
Guest favourite
Apartment 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 Holmes Beach
5 out of 5 average rating, 17 reviews

* Anna Maria Sunrise Escape A *

BruceRating, 5 stars3 weeks ago
Fantastic location! Just a short walk to the beach, and conveniently close to a grocery store and bus stop. The property also has a garage, which made it easy for us to drive while exploring the island. The space was cool, clean, and comfortable—perfect for a relaxing stay.
Top guest favourite
Apartment in Nokomis
5 out of 5 average rating, 36 reviews

Private Studio (entire space)

AverieRating, 5 stars1 week ago
Dan’s place was wonderful! We will definitely be back! Dan thought of all the amenities that you could possibly need and some other things that made the place that much more enjoyable. The outdoor space off of the bay is great and the location is so close to the beach (also a very nice area), dinning, and a yummy ice cream shop across the street. The place was very clean and the bed was so comfy! We were able to meet Dan and he was so friendly and considerate! Having a beach umbrella and chairs was a game changer! I cannot recommend Dan’s place enough!

Quick stats about beachfront rentals in Longboat Key

  • Total rentals

    130 properties

  • Nightly prices starting at

    ₹5,127 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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