Beachfront holiday rentals in Longboat Key

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Popular amenities for beachfront rentals in Longboat Key

Pet-friendly beachfront home rentals

Guest favourite
Flat in Clearwater Beach
5 out of 5 average rating, 11 reviews

30 Secs to Sand! 3BR/2BA Retreat for Up to 14!

VanessaRating, 5 stars1 week ago
So close to the beach! Chairs, umbrellas, sand toys to use! Beautiful pickleball courts across the street and equipment for you to use! Excellent location, home had everything we needed!
Guest favourite
Flat in Bradenton Beach
4.89 out of 5 average rating, 122 reviews

Newly Remodeled Beachfront Studio - On the sand!

KassieRating, 5 stars6 months ago
Just as listed. The unit is a little dated and could use some cosmetic repairs/updates, but it had everything my daughter and I needed. Being right on the beach was perfect.
Top guest favourite
Flat in Indian Rocks Beach
4.95 out of 5 average rating, 154 reviews

Vintage Florida Beach Efficiency

IvoryRating, 5 stars1 week ago
We had such an amazing time staying at Eric’s rental. The place was perfectly sized for the two of us and was filled with anything you could possibly need from utensils, bathroom toiletries, (special shout-out for the free feminine products that really wowed me!) and plenty of kitchen appliances. The location is an easily walkable distance from the beach and a few places to eat but the bikes Eric provided allowed us to ditch our car for a few days and explore! The town was wonderful. The residents and locals are extremely friendly and welcoming. Great places to eat and shop around, and the places recommended by Eric were phenomenal. Overall, a wonderful stay in a pleasant town. I would definitely book again with Eric, we greatly appreciate the lovely trip you’ve helped us have.
Top guest favourite
Home in Longboat Key
4.96 out of 5 average rating, 73 reviews

Beautiful Beach House

BrandisRating, 5 stars2 months ago
Everything was seamless and I would recommend to others.
Superhost
Apartment in Belleair Beach
4.77 out of 5 average rating, 57 reviews

BBC313 - Amazing Rates! Pool is Open!

PowellRating, 5 stars1 week ago
We thoroughly enjoyed our stay. The host was responsive before , during and after our stay. Top notch
Superhost
Cottage in Treasure Island
4.89 out of 5 average rating, 27 reviews

BEACH COTTAGE II

MelissaRating, 5 stars8 months ago
The house was very nice, not huge, but very accurate with what the pictures showed, and it was actually a lot brighter inside than I expected based on the pictures. Everything was clean and with 5 people, there was plenty of space. They provided beach chairs and an umbrella which was wonderful. We also used the grill which we enjoyed having access to. The only thing we would recommend is more pots/pans/serving bowls, etc. for use in the kitchen - that was a little lacking. Otherwise, communication with the host was outstanding. We had a couple of minor issues that were resolved immediately. They let us check in early and stay late based on our schedule and the fact that no one was coming in behind us. Finally, the location is awesome - right across the street from the beach with easy beach access. We had a great time and would definitely recommend this house.
Guest favourite
Flat in Madeira Beach
4.96 out of 5 average rating, 120 reviews

BEACH PLEASE *ACROSS THE STREET FROM PUBLIC ACCESS

BrittanyRating, 5 stars6 months ago
This was the 2nd property we stayed at of Kathy's. Great hosts in a perfect location and we will absolutely stay here again! very walkable location and a bus stop close by as well if needed. the room of beach equipment is a huge bonus! can't wait for our next trip back!
Guest favourite
Bungalow in Indian Shores
4.95 out of 5 average rating, 152 reviews

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

AmyRating, 5 stars6 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

Superhost
Flat in Indian Shores
4.88 out of 5 average rating, 33 reviews

3/2 Beach Cottage - pool

JanelleRating, 5 stars1 week ago
Our stay in Indian Shores Beach at the Beach Cottages was great. The condo is spacious, clean and has all the amenities described. We loved the convenient location off the beach and easy access to the pool and hot tub. We used the shared grills a few times. Three bedrooms and two bathrooms made for great accomodations with our blended family of grandkids, parents and grandparents. Would stay again without hesitation.
Superhost
Flat in Indian Rocks Beach
4.7 out of 5 average rating, 73 reviews

Cozy Beach Bungalow With parking!

EmmaRating, 5 stars1 week ago
This place was the perfect getaway to get the best of both worlds of beach and poolside! Would love to come back!
Guest favourite
Home in Seminole
4.95 out of 5 average rating, 287 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

ChrisRating, 5 stars5 days ago
We stayed at Charlie’s place for a week in March. We traveled with our daughters, their husbands and families, which included a 7 month old, 1 year old, and 4 year old. When I tell you this is the perfect place for families, I am not kidding! Charlie had everything you need for the littles. On day 2 we asked if the pool could be a little warmer and he was there within 15 minutes to turn the heater up. The location was perfect. Easy access to all the beaches and too many restaurants to mention. I could go on and on, but believe me when I tell you we couldn’t have had a better week! We will be back!
Guest favourite
Apartment in Belleair Beach
4.86 out of 5 average rating, 104 reviews

Condo On The Beach - Heated Pool - Self Check-in

AmandaRating, 5 stars3 weeks ago
Had an amazing stay! Antoni was a great host and super helpful, would definitely stay there again!
Guest favourite
Home in Madeira Beach
5 out of 5 average rating, 6 reviews

Beach House w/ a Private Pool Perfect Getaway!

StevenRating, 5 stars8 months ago
Lovely home, well equipped, very comfortable and the beach is at the end of the street. Less than 10 mins walk.
Top guest favourite
Home in Seminole
4.96 out of 5 average rating, 119 reviews

Heated Pool luxury house, 4 mins from BEACH!

JohnRating, 5 stars1 week ago
Beautiful home, great location!! Highly recommend!!!
Guest favourite
Apartment in Tampa
4.88 out of 5 average rating, 116 reviews

Waterview Private Balcony FirePlace Pool Airport

DugginRating, 5 stars4 days ago
What can I say about my stay. It was fantastic from start to finish. The condo was super clean and comfortable. Scott and his wife were super fast on any questions I had. The view was amazing. The pool area was great. It even has a nice little bar/grill restaurant attached to the pool for some really good bar food. It had a really nice and cozy private beach and volleyball area. I liked this location so much that I’d recommend it to my own mother. Can’t wait for the next trip. Thank you guys very much.
Top guest favourite
Home in Bradenton Beach
5 out of 5 average rating, 15 reviews

Sunset View

TalaRating, 5 stars1 week ago
Beautiful place, great amenities, amazing location. Everything was walking distance, the pool was awesome - nothing but such great things about the place!

Private beachfront home rentals

Top guest favourite
Home in Sunset Beach
5 out of 5 average rating, 33 reviews

Luxury Waterfront Sunset Beach

AlexaRating, 5 stars1 week ago
This property exceeded all of our expectations! The location is unbeatable—right on the water with breathtaking views and just steps away from the beach. The home itself is beautifully designed and well-maintained. The kitchen is fully equipped and the beds are incredibly comfortable. The hosts were communicative and made sure we had everything we needed. If you’re looking for a peaceful yet stunning beachfront retreat, this is the place to be.
Top guest favourite
Bungalow in Indian Shores
4.99 out of 5 average rating, 197 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

JenniferRating, 5 stars2 weeks ago
This bungalow is so charming, clean, and welcoming. Updated and very well decorated. The balcony porch is perfect! We ate our meals out there and read sitting on the loungers, also did yoga ( mats provided) with the sound of the waves and beach air. It is so well stocked! The host is VERY communicative. We will go back!
Top guest favourite
Home in Holmes Beach
5 out of 5 average rating, 20 reviews

FamilyTides~New! 30 sec walk to beach~Heated pool!

JohnRating, 5 stars2 weeks ago
First off this home is absolutely beautiful. The Owners have spared no expenses decorating and making sure you have all the comforts of home and then some. The beds are all very comfortable and bathrooms well stocked with whatever you might need. The kitchen is also stocked with all you may need ie. Air fryer, toaster, mixer, nothing was missing. The pool was so relaxing. Sitting out back was great, especially when the wind was high as your protected. The BBQ and all amenities for a pool side snack was much appreciated. The TV out back was a bonus we loved. This home is a very short walk to the beautiful beaches and having all beach chairs and more with a wagon was great. The Free tram/bus stopped right outside. We used the Bus every day, so easy to get around the island. We thoroughly enjoyed our time and will for sure come back again. We highly recommend this Airbnb! If what you want is a relaxing experience but close to everything this is the place. Darlene and John
Guest favourite
Home in Belleair Beach
4.95 out of 5 average rating, 197 reviews

Steps to a Private Beach Clearwater Belleair

BrittanyRating, 5 stars1 week ago
The location was great — not crowded at all and right on the beach. Short drive to lots of restaurants. Very convenient place for kids and had everything we needed. Highly recommend staying here!
Guest favourite
Home in Crystal Beach
4.98 out of 5 average rating, 47 reviews

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa

JodiRating, 5 stars2 weeks ago
Eric and Trina were amazing hosts. The pictures don't do this place justice ... everything advertised and more. They were great in communication and helping us find all of the perfect local places to check out. Everything we were looking for and more! Will definitely be back!
Superhost
Guest house in Englewood
4.91 out of 5 average rating, 258 reviews

Gulf front romantic cottage in paradise

MoniqueRating, 5 stars1 month ago
Rick and his wife were great hosts who could not have been more responsive or accommodating. They have clearly put a lot of TLC and thought into the place. There are several picturesque places to sit and relax (in sun or shade) and enjoy the warm gulf breezes. We enjoyed our coffee each morning in chairs looking over the Gulf. Two chase lounges were also provided along with a beach bag, towels & umbrella. The water is viewable from right outside the villa and the beach is a simple, scenic walk on a brick pathway. We left with a number of shark teeth that we found on our beach walks. While the hurricane last fall took some of the lush landscaping, there is still plenty to enjoy. The villa provides a private, romantic getaway with too many amenities to note. We would recommend Dearborn Street for coffee, quaint shops and an amazing farmers market (Thurs - Sun). Also, the Dockside Waterfront Grill and Pop's Sunset Grill were very good. We thoroughly enjoyed our time and hope to return!
Top guest favourite
Home in Englewood
5 out of 5 average rating, 8 reviews

Manasota Key to Relaxation

ElizabethRating, 5 stars1 week ago
The property is beautiful. This is our second stay at Linda's beach house. The house was very clean and had everything we needed. We spent a lot of time out on the beach right out front. We had the most amazing sunsets. Linda is very accommodating and easy to work with. Overall, a great place and we had a wonderful stay. We will be back again.
Top guest favourite
Apartment in Indian Rocks Beach
5 out of 5 average rating, 27 reviews

Beachfront Bliss! Directly on Gulf with pool!

SandraRating, 5 stars2 months ago
We had an absolutely amazing vacation at Bliss and Gary’s place. From the minute we arrived until the minute we left we felt like we were home, with an amazing ocean view. Wonderful location, phenomenal amenities and the best hosts you could ever ask for! Anything you needed they were only a text away. We will definitely be returning and recommending this little slice of heaven to all our friends!

Quick stats about beachfront rentals in Longboat Key

  • Total rentals

    140 properties

  • Nightly prices starting at

    £46 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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