
Beachfront vacation rentals in Longboat Key
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Top-rated beachfront rentals in Longboat Key
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
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Popular amenities for Longboat Key beachfront rentals
Beachfront home rentals with a pool

Best views 3/2 Beach Cottage - pool
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.

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms
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!

Condo On The Beach - Heated Pool - Self Check-in
Had an amazing stay! Antoni was a great host and super helpful, would definitely stay there again!

Beach House w/ a Private Pool Perfect Getaway!
Lovely home, well equipped, very comfortable and the beach is at the end of the street. Less than 10 mins walk.

Heated Pool luxury house, 4 mins from BEACH!
Beautiful home, great location!! Highly recommend!!!

Waterview Private Balcony FirePlace Pool Airport
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.

Sunset View
Beautiful place, great amenities, amazing location. Everything was walking distance, the pool was awesome - nothing but such great things about the place!

Luxe BeachHouseA Heated Pool, 2 min walk to Beach
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

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

Newly Remodeled Beachfront Studio - On the sand!
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.

Vintage Florida Beach Efficiency
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.

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

Beautiful Beach House
Everything was seamless and I would recommend to others.

BBC313 - Amazing Rates! Pool is Open!
We thoroughly enjoyed our stay. The host was responsive before , during and after our stay. Top notch

BEACH COTTAGE II
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.

BEACH PLEASE *ACROSS THE STREET FROM PUBLIC ACCESS
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

Luxury Waterfront Sunset Beach
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.

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

Cozy Beach Bungalow With parking!
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.

Waterfront, Beachfront, Private Beach, Dogs ok
Everything was perfect! We had a wonderful experience! Looking forward to many more! Thank you for sharing your home!🌸

Steps to a Private Beach Clearwater Belleair
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!

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa
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!

Beautiful Home w/ Beach in the Backyard
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.

Beachfront Bliss! Directly on Gulf with pool!
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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- Crescent Beach
- John's Pass
- Cortez Beach
- Lido Key Beach
- Busch Gardens Tampa Bay
- Bean Point Beach
- Amalie Arena
- North Beach
- Raymond James Stadium
- Clearwater Beach
- Vinoy Park
- Coquina Beach
- Curtis Hixon Waterfront Park
- Tampa Theatre
- Fort De Soto Park
- Tropicana Field
- Manasota Key Beach
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- River Strand Golf and Country Club
- Lakewood National Golf Club
- Englewood Beach
- Honeymoon Island State Park
- Alafia River State Park