Beachfront vacation rentals in Longboat Key

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Popular amenities for Longboat Key beachfront rentals

Beachfront home rentals with a pool

Guest favorite
Apartment in Indian Shores
4.9 out of 5 average rating, 29 reviews

3/2 Beach Cottage - pool

TinaRating, 5 stars2 weeks ago
Great place and location! Exactly what I was looking for on my 46th birthday. Loved sitting out on the balcony with my wine watching the ocean waves. Even the sounds of them at night was heaven sent. My only complaint was a not so pleasant smell that lingered whenever the toilets were flushed. Could also have used more sets of towels and wash cloths; although it was stated of how many would be provided. There were no bath mats, which may be more of a personal preference. Otherwise, I enjoyed my stay and got some well needed sleep. Thank you for such a clean and welcoming stay.
Guest favorite
Home in Holmes Beach
5 out of 5 average rating, 14 reviews

Castaway Cottage

CassandraRating, 5 stars6 months ago
Clean and comfortable home, exactly as described in the listing. Amanda was an excellent host and was very responsive before and during our stay. We hope to book again for our next visit!
Guest favorite
Home in Seminole
4.95 out of 5 average rating, 281 reviews

Ready to go! Heated Pool/Hot Tub Luxury Home

JaclynRating, 5 stars2 weeks ago
We loved staying here! The home was beautiful and well equipped for a family! Lots of seating, dishes & cooking supplies. The pool & hot tub were lovely, nice location! We’d definitely stay here again
Guest favorite
Condo in Belleair Beach
4.87 out of 5 average rating, 101 reviews

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

EdgarRating, 5 stars2 months ago
I love this place Everything is comfortable I want come back soon !!!!
Guest favorite
Home in Madeira Beach
5 out of 5 average rating, 6 reviews

Madeira Beach House with Private Heated Pool!

StevenRating, 5 stars7 months ago
Lovely home, well equipped, very comfortable and the beach is at the end of the street. Less than 10 mins walk.
Guest favorite
Home in Seminole
4.96 out of 5 average rating, 115 reviews

Heated Pool luxury house, 4 mins from BEACH!

DanRating, 5 stars1 month ago
Thank You! Stayed with family and friends for NYE. This was the best Airbnb I have ever stayed at! Clean, great ammenities, comfortable, close to everything and private at the same time. A true treasure! Absolutely book this stay! We will be back for a longer stay.
Guest favorite
Condo in Tampa
4.87 out of 5 average rating, 111 reviews

Waterview Private Balcony FirePlace Pool Airport

AdrienneRating, 5 stars4 days ago
I had an amazing stay at Scott and Sabrina’s condo! The space was spotless, comfortable, and thoughtfully equipped with everything I needed. The hosts were incredibly welcoming and responsive, making my trip seamless. Convenient location near airport, great amenities—truly a five-star experience. I highly recommend staying here!
Guest favorite
Home in Bradenton Beach
5 out of 5 average rating, 11 reviews

Sunset View

James-EmeryRating, 5 stars4 weeks ago
Easy and breezy! Wished we'd had more time to explore the area but for a beachside location, you really can't beat it. Thank you!

Pet-friendly beachfront home rentals

Guest favorite
Apartment in Clearwater Beach
5 out of 5 average rating, 5 reviews

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

JenniferRating, 5 stars1 day ago
Great place, great location, great hosts. Place was very clean, had everything we needed. Loved that they had dog bowls and treats. Nice to be so close to the beach.
Superhost
Apartment in Bradenton Beach
4.89 out of 5 average rating, 121 reviews

Newly Remodeled Beachfront Studio - On the sand!

BrentRating, 5 stars5 months ago
As Jeffrey states… steps from each. Literally.. 50 steps to beach. Such great communication. All amenities you will need. Much appreciated the Coleman cooler, beach chairs, umbrellas and beach towels. One of the best well stocked Airbnbs I’ve stayed. Nice parking. Small walk to beach restaurants. Definitely would stay again. Thank you sir.
Guest favorite
Apartment in Indian Rocks Beach
4.95 out of 5 average rating, 150 reviews

Vintage Florida Beach Efficiency

AdamRating, 5 stars2 months ago
Very nice studio within a few minutes walk to the beach. I would definitely stay again.
Guest favorite
Home in Longboat Key
4.96 out of 5 average rating, 73 reviews

Beautiful Beach House

BrandisRating, 5 stars1 month ago
Everything was seamless and I would recommend to others.
Guest favorite
Condo in Indian Shores
4.82 out of 5 average rating, 17 reviews

Modern Intracoastal, Beach 2min walk & Gear Incl!

AlyssaRating, 5 stars5 months ago
Beachy chic was exactly as pictured . So clean and felt like we were at home . Kristin was super responsive . Our family loved staying there . Would definitely go back again .
Superhost
Condo in Belleair Beach
4.76 out of 5 average rating, 55 reviews

BBC313 - Amazing winter Rates! Pool is Open!

ElizabethRating, 5 stars1 month ago
Sweet and lovely beach condo. Comfortable and clean. Smaller unit, ideal for 2. Spectacular view. Prime beach location. Thank you for a perfect stay!
Superhost
Cottage in Treasure Island
4.89 out of 5 average rating, 27 reviews

BEACH COTTAGE II

MelissaRating, 5 stars7 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 favorite
Apartment in Madeira Beach
4.96 out of 5 average rating, 120 reviews

BEACH PLEASE *ACROSS THE STREET FROM PUBLIC ACCESS

BrittanyRating, 5 stars5 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!

Private beachfront home rentals

Guest favorite
Bungalow in Indian Shores
4.99 out of 5 average rating, 192 reviews

Quiet Beachfront Bungalow on Florida’s Gulf Coast

UnsaRating, 5 stars1 week ago
Kamiron is perhaps the most generous host I have ever had the pleasure of working with. She is on top of it, she is communicative, and she comes from a place of making you feel like she really wants you to have a good stay. I had to ask for a few last-minute requests and Kamiron not only was able to accommodate me, but was so kind during the process. This place is her home and it certainly feels like it. You won’t regret staying here or having Kamiron as a host.
Guest favorite
Home in Holmes Beach
5 out of 5 average rating, 16 reviews

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

JuliaRating, 5 stars1 week ago
Everything about this house is perfect. First Mark is a wonderful host who truly wants you to feel at home. The house is beautifully decorated and every detail is thought out. It is fully stocked in every way. Mark goes above and beyond. There is every beach accessory you need. And he heats the pool to such a nice temp where the whole family will want to swim. Not many hosts do that. With all that the house has to offer you will spend most of your time on that heavenly porch where you have a view of the ocean. It is truly the perfect vacation home.
Superhost
Home in Anna Maria
4.73 out of 5 average rating, 133 reviews

Waterfront, Beachfront, Private Beach, Dogs ok

AdinaRating, 5 stars1 month ago
Everything was perfect! We had a wonderful experience! Looking forward to many more! Thank you for sharing your home!🌸
Guest favorite
Home in Belleair Beach
4.95 out of 5 average rating, 195 reviews

Steps to a Private Beach Clearwater Belleair

TarekRating, 5 stars5 days ago
Beautiful beach house located a few sandy steps away from a gorgeous beach with amazing sunsets. Susi and George were wonderful hosts. Very communicative and responsive. Their home was tastefully decorated in a laid back beach style. And they provided all the necessary beach paraphernalia. Very comfortable and relaxing A lovely experience with my children. Made some valuable memories. Would go back again.
Guest favorite
Guesthouse in Englewood
4.91 out of 5 average rating, 253 reviews

Gulf front romantic cottage in paradise

MarcusRating, 5 stars1 month ago
Rick's guesthouse was clean, cozy and as depicted in the photos. The main house stands between the guesthouse and the beach, but the beach is close enough you can hear the waves from the house , and there is a walk that leads directly there. While we didn't meet Rick, we did meet his lovely wife who was responsive and checked to see if we needed anything during our stay. The weather was unusually cold and rainy during our stay. We discovered there is no heat in the house other than an electric space heater. We were surprised to discover the extent of hurricane damage still evident in the surrounding area- parks were closed, nearby houses damaged and vacant, etc. Fortunately, Rick's place largely escaped damage, other than the pool, but it will be a while before the surrounding area is back to normal. The location is quiet and feels private and safe. There are plenty of shopping & eating options nearby. If cooking there are plenty of cooking utensils, few ingredients/condiments.
Guest favorite
Home in Englewood
5 out of 5 average rating, 6 reviews

Manasota Key to Relaxation

TrishRating, 5 stars6 months ago
My family and I had a great time in this home. The grounds were stunning and the home was spotless. The beach was secluded and we appreciated the serenity from the crowds. very short walk to the beach, very manageable for my elderly parents. the home also has multiple water hose access points to rinse off and felt so nice to get all the sand and salt off before entering the home. Nice large kitchen to cook in, huge dining room table and plenty of seating in the living room and outside for our group of 5. bedrooms were HUGE for a beachside home- very comfortable for all. would advise water shoes for the beach. we loved the natural florida coast and unmanicured seaside which allowed us to find over 300 sharks teeth and a seahorse during our walks. would highly recommend this home to anyone wanting to escape the crowds of most beaches while still just 10 mins away from the closest publix. Great vacation.
Guest favorite
Home in Indian Rocks Beach
4.88 out of 5 average rating, 8 reviews

Beautiful Home w/ Beach in the Backyard

SineadRating, 5 stars3 months ago
This place is absolutely beautiful. The home is full of character, wood floors, sash windows, it’s lovely. Plenty of room for a large family. And right on the beach. It’s amazing. We all loved our stay here & would highly recommend it.
Guest favorite
Bungalow in Indian Shores
4.92 out of 5 average rating, 233 reviews

BEACH Bungalow Steps from the SAND - Indian Shores

KaylaRating, 5 stars5 months ago
Booked this bungalow for a girls trip and we had the best time! The space was clean and inviting. Walking out the front door and directly onto a quiet semi-private beach was MAGICAL! Really my only complaint is we had a hard time getting the water in the shower to warm up. Rachel was so accommodating and provided some great recommendations for local spots to check out. Our group already can’t wait to go back!

Quick stats about beachfront rentals in Longboat Key

  • Total rentals

    140 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 before taxes and fees

  • Total number of reviews

    2.2K reviews

  • Family-friendly rentals

    100 properties are a good fit for families

  • Rentals with a pool

    130 properties have a pool

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

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