Beachfront vacation rentals in Longboat Key

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Popular amenities for Longboat Key beachfront rentals

Beachfront home rentals with a pool

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

Best views 3/2 Beach Cottage - pool

JanelleRating, 5 stars2 weeks 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.
Guest favorite
Home in Seminole
4.95 out of 5 average rating, 288 reviews

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

ChrisRating, 5 stars1 week 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 favorite
Condo 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 favorite
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 favorite
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 favorite
Condo in Tampa
4.88 out of 5 average rating, 116 reviews

Waterview Private Balcony FirePlace Pool Airport

DugginRating, 5 stars1 week 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 favorite
Home in Bradenton Beach
5 out of 5 average rating, 15 reviews

Sunset View

TalaRating, 5 stars2 weeks ago
Beautiful place, great amenities, amazing location. Everything was walking distance, the pool was awesome - nothing but such great things about the place!
Top guest favorite
Home in Indian Rocks Beach
4.99 out of 5 average rating, 163 reviews

Luxe BeachHouseA Heated Pool, 2 min walk to Beach

ChristieRating, 5 stars3 days ago
Loved the space. Plenty of room. To get to the beach is very easy. Roof top view is great to see sunsets. Great stargazing as well. Slept out party of 8 easily. Plenty of space. Host responds quickly.

Pet-friendly beachfront home rentals

Top guest favorite
Apartment in Clearwater Beach
5 out of 5 average rating, 13 reviews

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

BridgetRating, 5 stars5 days ago
As advertised 30 seconds to the sand!! It was perfect for our family! Great location, great hosts, clean house, private courtyard and had everything we needed for the beach. We enjoyed the view from the house and walking distance to restaurants. We will definitely be back in the future for another stay! ⭐️⭐️⭐️⭐️⭐️
Guest favorite
Apartment 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 favorite
Apartment in Indian Rocks Beach
4.95 out of 5 average rating, 155 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.
Superhost
Home in Indian Rocks Beach
5 out of 5 average rating, 4 reviews

Beach House STEPS to the Ocean! Sleeps 4! Patio!

SonnimarRating, 5 stars1 week ago
Beautiful spot for having everything so close! Entire space was very clean and organized. Although I personally didn’t get to use them, I did like that it also came with beach equipment (chairs, tent, buggy) if needed. Only down side is there are no curtains for the living room so the person sleeping on the sofa bed is pretty much exposed.
Top guest favorite
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
Condo 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 favorite
Apartment 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!

Private beachfront home rentals

Top guest favorite
Home in Sunset Beach
5 out of 5 average rating, 34 reviews

Luxury Waterfront Sunset Beach

AlexaRating, 5 stars2 weeks 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 favorite
Home in Holmes Beach
5 out of 5 average rating, 21 reviews

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

JustinRating, 5 stars1 day ago
We had an absolutely wonderful stay at Mark’s place! He was a great and informative host, making everything smooth from start to finish. The home itself is beautiful—super new, very classy, and filled with thoughtful touches and high-end finishes. Just steps from the beach, the location couldn’t be better. Mark jokingly gives all the credit to his wife—and honestly, she did an amazing job too! The setup was perfect for our family: big TVs, comfy couches, and a layout that made us feel right at home. Everyone loved it, and we’ll definitely be back again. Just an all-around fantastic experience. Thanks again, Mark!
Superhost
Apartment in Indian Rocks Beach
4.7 out of 5 average rating, 74 reviews

Cozy Beach Bungalow With parking!

JeremyRating, 5 stars1 day ago
Place was great, everything was extremely smooth every step of the way. Amanda was very responsive and helpful. We had a slight issue with the keypad batteries and she sent new batteries immediately as well as someone over promptly to ensure everything was working.
Superhost
Home in Anna Maria
4.73 out of 5 average rating, 133 reviews

Waterfront, Beachfront, Private Beach, Dogs ok

AdinaRating, 5 stars2 months 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, 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 favorite
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!
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 stars4 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.
Top guest favorite
Condo 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

    ﺩ.ﺇ220 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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