Search Vacation Homes in Longboat Key

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Compare 128 Vacation Homes in Longboat Key with updated reviews, rates, and availability.

Longboat Key beach house - 5 min walk to the beaches and top local restaurants

9.6 out of 10, Exceptional, (13)
"The property looked exactly like the photos. It was clean, in a very quiet neighbourhood close to the beach & some good restaurants. Beds were comfortable. Kitchen could have done with more stock (there were 8 of us staying & not enough crockery or cutlery) but wasn’t a huge issue. We loved the location & how quiet it was, so would definitely stay again."
Longboat Key beach house - 5 min walk to the beaches and top local restaurants

Short walk to beach or take your boat from the canal / dock in your backyard!

10.0 out of 10, Exceptional, (6)
"Perfect place for me and my family. I brought my boat down and fished almost every day. Even shared fish with the neighbors across the street. Great people on either side. Beds were comfy, grill worked great. Highly recommend."
Short walk to beach or take your boat from the canal / dock in your backyard!

Piece of Paradise

10.0 out of 10, Exceptional, (7)
"We loved our stay in Longboat for a week! The host was very attentive and responsive and the location was perfect for everywhere we wanted to go! Would come back! :) "
Piece of Paradise

Private townhome steps from the beach and right next to the pool

10.0 out of 10, Exceptional, (8)
"We really enjoyed our stay at this super cute and well appointed condo! The decor is precious (I have several of their items in my own home!) and the proximity to the pool is unbeatable. Everything you could need is there, and the owner was available at all times to answers questions/help with anything needed. Don’t hesitate, bring your clothes and sunscreen and have fun."
Private townhome steps from the beach and right next to the pool

Updated Townhome, Secluded Beach + Pool

10.0 out of 10, Exceptional, (7)
"Property was exactly as described. Great location, clean well decorated home, with every amenity you could need. All beach equipment is available. Communication with owner was great. We would definitely stay again."
Updated Townhome, Secluded Beach + Pool

Lyons Lane: Home on Longboat Key by RVA

9.0 out of 10, Wonderful, (2)
Lyons Lane: Home on Longboat Key by RVA

Waterfront home with private beach, a private pool, and water activities! Moku

10.0 out of 10, Exceptional, (2)
"We had a great stay! It was definitely an experience. It was a peaceful island getaway. If you are able to stay here I recommend it! Any issues we had the AMI team had a quick and efficient response-the only issues we had was our door code didn’t work for all the doors but they responded quickly and got us in in a blink of an eye, and the trash bins outside were almost full but they were out the next day to empty them so no complaints with that! Our only thing was the water in the house is VERY...
Waterfront home with private beach, a private pool, and water activities! Moku

Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!

9.8 out of 10, Exceptional, (106)
"It was quiet and peaceful which is exactly what our group was looking for. The pool is AMAZING and the pictures don’t do it justice. Both the property owner and manager were friendly and accommodating. Would definitely stay here again!"
Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!

The Beach on Longboat Key #221S Resort by RVA

9.2 out of 10, Wonderful, (35)
"Fantastic location with terrific view of the ocean. Well furnished with a well equipped kitchen. Too bad the kitchen sink garbage disposal didn’t work, there were no wardrobe closets, & the toilet in the first bedroom kept running if the handle wasn’t giggled a few times."
The Beach on Longboat Key #221S Resort by RVA

2 BR Beach front villa with enclosed lanai overlooking the pool

9.4 out of 10, Exceptional, (39)
"This was our family’s 1st stay and I can honestly say it won’t be our last!! Everything was perfect & we are so glad we found Hal’s hidden gem! Thank you for such a wonderful stay!"
2 BR Beach front villa with enclosed lanai overlooking the pool

Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets

9.8 out of 10, Exceptional, (68)
"The house is full of charm; very clean and wonderfully equipped. Our kids had the best time fishing and playing in the water."
Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets

Beach Cottage with a Private Hot Tub

10.0 out of 10, Exceptional, (60)
"This was a very clean property, everything you needed was in apartment. The location was beautiful, easy walk to the beach, quiet area. We absolutely loved our vacation, the owners had excellent communication and easy check in. I highly recommend this rental !"
Beach Cottage with a Private Hot Tub

Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5

10.0 out of 10, Exceptional, (17)
"This property was beautifully furnished with seashore motive. It was very clean, good lighting inside. In fact we loved it so, we kept wishing for a rainy so we could guiltlessly enjoy being inside. Relaxing in the pool after a day at the beach shelling is an extra plus. Ourhost was very responsive to our questions."
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5

Island Living on Longboat Key 3 minute walk to the beach!

10.0 out of 10, Exceptional, (13)
"Great location and very nice property! The host had everything we needed. Well equipped kitchen, and lots of little extras to make our stay special! Would highly recommend!"
Island Living on Longboat Key 3 minute walk to the beach!

Cedars East #507 Townhouse by RVA

10.0 out of 10, Exceptional, (1)
Cedars East #507 Townhouse by RVA

Silver Sands #243A Resort by RVA

8.8 out of 10, Excellent, (47)
"Enjoyed it so much we will be coming back next month"
Silver Sands #243A Resort by RVA

Beautiful Beach Longboat Key Townhouse

10.0 out of 10, Exceptional, (14)
"Such a wonderful place! We had one of the best family stays ever. Viktor’s place was absolutely perfect for us (a family with two teenagers). We felt as we were at home. Not only was it extraordinarily equipped, but it was also comfortable, spacious, bright, and in an incredibly beautiful area. The beach is dreamy and 5 min walk. If we could, we would give you 6 stars! Thank you so much for making our stay unforgettable! Love from Argentina!"
Beautiful Beach Longboat Key Townhouse

Completely Refurbished - Gorgeous Beachside Condo/Townhome on Longboat Key Beach

Completely Refurbished - Gorgeous Beachside Condo/Townhome on Longboat Key Beach

Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach

10.0 out of 10, Exceptional, (7)
"Fabulous back area!"
Cute canal front Cottage with dock & boat lift and pool ,short walk to the beach

Starfish Bungalow A. Steps to the beach 2/1 Coastal paradise ! Large airy open layout, grill, wifi !

8.0 out of 10, Very Good, (2)
"Thanks for nice time Great location and right price."
Starfish Bungalow A. Steps to the beach 2/1 Coastal paradise ! Large airy open layout, grill, wifi !
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Longboat Key

Sea Club I Beach Resort

3.0 star property
9.0 out of 10, Wonderful, (300)
"It was a family trip. This our third time in this place. Very peaceful. Great customer service"
Sea Club I Beach Resort

Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

9.8 out of 10, Exceptional, (137)
"Cute little cottage with 2br, 1ba. Very clean, close to the beach. Lots of supplies for the beach. Could use softer towels in bathroom and perhaps some instructions on the shower as it was quite hot on any setting. Prior communication was slow but once there was pretty attentive. "
Charming Cabana Beach Club #8 - Your Coastal retreat Awaits!#9 also available.

Breathtaking Beach Front Property Ground Floor Condo

9.6 out of 10, Exceptional, (130)
"Overall good property. Needs a gym and hot tub and a volleyball net out on the sand would be fun. Very friendly staff, good pool, great beach. "
Breathtaking Beach Front Property Ground Floor Condo
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.