Search Vacation Homes in Longboat Key

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Compare 118 Vacation Homes in Longboat Key with updated reviews, rates, and availability. Most hotels are fully refundable.

Updated Beachfront Studio w/ Sparkling Pool, Breezy Patio & Modern Kitchen
8.4/10 Very Good! (26 reviews)
The BEACH Longboat Key views are absolutely Amazing!!
"The studio definitely needs some TLC! The area and its location made up for a lack of care this place needs. We had problems with the TV Wi-Fi signal almost the whole six days that we stayed at the property. Called several times for help and nobody responded. It took two days to get fresh pillowcases ..."

Reviewed on Apr 26, 2023

Updated Beachfront Studio w/ Sparkling Pool, Breezy Patio & Modern Kitchen
Beach Castle Resort by RVA
3 out of 5
5310 Gulf of Mexico Dr, Longboat Key, FL, 34228
8.8/10 Excellent! (214 reviews)
"Very clean, nicely decorated condo with one bedroom and a sleeper sofa located across the street from the Gulf with free parking. Full kitchen was a nice touch. Definitely would return."

Reviewed on Jun 12, 2021

Beach Castle Resort by RVA
Longboat Key Coastal Contemporary
4 out of 5
537 Schooner Lane, Longboat Key, FL, 34228
Longboat Key Coastal Contemporary

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Outrigger Resort by RVA
3 out of 5
5155 Gulf of Mexico Dr, Longboat Key, FL, 34228
8.6/10 Excellent! (3 reviews)
"The location - right on the water- was great. The bed was comfortable and the kitchen well equipped. It is in the middle of longboat key, so everything is just a few minutes away. ."

Reviewed on Jan 21, 2020

Outrigger Resort by RVA
Private Island Retreat with Private Beach,  Dock, Palm Trees & Glorious Sunsets
9.6/10 Exceptional! (40 reviews)
Amazing!
"We had an amazing week long stay at this property. The pictures and descriptions do not do justice to how special and magical this place really is. We travelled as a group of three families with kids and teenagers as part of the mix. The kids spent countless hours playing on the zip line and at the ..."

Reviewed on Apr 13, 2023

Private Island Retreat with Private Beach, Dock, Palm Trees & Glorious Sunsets
Seascape
4 out of 5
5005 Gulf Of Mexico Dr, #5, Longboat Key, FL, 34228
Seascape
Silver Sands #243A: HOTEL / 1 BA Resort on Longboat Key by RVA, Sleeps 4
The price is $100 per night from Jun 12 to Jun 13
$100
per night
Jun 12 - Jun 13
8.4/10 Very Good! (18 reviews)
Awesome
"Great"

Reviewed on May 22, 2023

Silver Sands #243A: HOTEL / 1 BA Resort on Longboat Key by RVA, Sleeps 4
The Beach on Longboat Key #106: STUDIO / 1 BA Resort by RVA, Sleeps 2
The price is $179 per night from Jun 16 to Jun 17
$179
per night
Jun 16 - Jun 17
8.8/10 Excellent! (25 reviews)
Great place, Great location, Easy walk to the Beach
"Great time"

Reviewed on Feb 13, 2023

The Beach on Longboat Key #106: STUDIO / 1 BA Resort by RVA, Sleeps 2
7th Heaven 1 Bedroom Condo by Redawning
3.5 out of 5
5591 Gulf of Mexico Dr. #7, Longboat Key, FL, 34228
7th Heaven 1 Bedroom Condo by Redawning
The Beach on Longboat Key #221: 2 BR / 2 BA Resort by RVA, Sleeps 6
9.2/10 Wonderful! (12 reviews)
Beachside Paradise
"Me, my wife, my brother, his wife, and our two kids between us stayed here for just a couple of days, but it was fantastic. Lovely view right on the beach with both a huge window and a nice little balcony, a cozy pool and deck, and a room with plenty of space for the six of us. The beds were comfortable, ..."

Reviewed on Aug 17, 2022

The Beach on Longboat Key #221: 2 BR / 2 BA Resort by RVA, Sleeps 6
The Beach on Longboat Key #220: HOTEL / 1 BA Resort by RVA, Sleeps 2
8.6/10 Excellent! (16 reviews)
Beautiful
"We loved the Condo! Location was perfect. Beach was beautiful."

Reviewed on May 26, 2023

The Beach on Longboat Key #220: HOTEL / 1 BA Resort by RVA, Sleeps 2
2 BR Longboat Key Gulf Front Beach Villa
9.4/10 Exceptional! (29 reviews)
Turtle Crawl
"This was our 2nd year at the Turtle Crawl Inn and we had a wonderful time. We were ready to rebook 2 properties for next year and then found out that they had already rented our unit for one of our weeks next year out from under us. It was a simple mistake that could have been resolved amicably, ..."

Reviewed on Apr 20, 2023

2 BR Longboat Key Gulf Front Beach Villa
Welcome Snowbirds! Enjoy the beautiful Island Longboat Key with an amazing beach
7/10 Good! (13 reviews)
LBK Townhome
"We thoroughly enjoyed our stay at this property. Great location, quiet surroundings. well equipped, beautiful back terrace and comfortable beds. I would have given a 5 * review if the carpets were replaced or at the very least cleaned. Would definitely return if that issue was resolved!"

Reviewed on Apr 14, 2023

Welcome Snowbirds! Enjoy the beautiful Island Longboat Key with an amazing beach
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 6
9.8/10 Exceptional! (9 reviews)
Nice location for our May trip
"Unit is located in a tennis oriented resort with a very nice pool and convenient to beaches and other amenities. The porch overlooks tennis courts that we did not see anyone use the whole week. We stayed at another unit in same resort last year but it faced the mangrove which smells so this unit ..."

Reviewed on May 27, 2023

Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 6
The Beach on Longboat Key #221S: 3 BR / 3 BA Resort by RVA, Sleeps 8
9.4/10 Exceptional! (17 reviews)
Cold weather challenges
"We had a drastic cold weather snap. It was hard to regulate the temperature. Having a 18 month old and a 3 year old in this situation was stressful. I would recommend adult or older children rental for this property if weather is an issue."

Reviewed on Jan 4, 2023

The Beach on Longboat Key #221S: 3 BR / 3 BA Resort by RVA, Sleeps 8
Cedars East #605: 2 BR / 2 BA Townhome on Longboat Key by RVA, Sleeps 6
6/10 (1 review)
beds uncomfortable
"The property is nice with the exception of the beds in the guest bedroom. the mattresses were very uncomfortable. We had to go to Walmarts to buy a mattress topper and then it was still to hard. I would stay here again if they replaced the mattresses in the guest bedroom."

Reviewed on Apr 28, 2022

Cedars East #605: 2 BR / 2 BA Townhome on Longboat Key by RVA, Sleeps 6
Island Living on Longboat Key
10/10 Exceptional! (5 reviews)
Everything You Need
"This was out 2nd year at the property, it is just as described and what you see in the pictures. Very convenient location in the complex. We have friends who live in the complex and 3 other couplies renting other units. Everyone loved ours, it's clean, easy and nicely decorated. Kathleen was very ..."

Reviewed on Apr 22, 2023

Island Living on Longboat Key
Private Beach Cottage On The North End Of LBK. 2 Bedrooms 1 Bath On 2nd Floor
10/10 Exceptional! (30 reviews)
Vacation Paradise
"This is our favorite place to stay on Longboat Key! Walking distance from the beach and everything is clean and well kept. The owners are great to work with and everything you need is there. Just come and enjoy!"

Reviewed on Apr 4, 2022

Private Beach Cottage On The North End Of LBK. 2 Bedrooms 1 Bath On 2nd Floor
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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.

Other property types in Longboat Key

Sea Club I Beach Resort
3 out of 5
4141 Gulf of Mexico Drive, Longboat Key, FL, 34228
9/10 Wonderful! (243 reviews)
Time on the beach.
"Quite relaxing and friendly people. Enjoyed the stay. Thanks Jack. P.S. I’ll be back for sure."

Reviewed on May 26, 2023

Sea Club I Beach Resort
Gorgeous condo on the beautiful Longboat Key beach
9.8/10 Exceptional! (90 reviews)
"My husband and I stayed here for four days. The condo is very lovely. This was our first time staying in Long Boat Key. We were glad to be close to Coquina Park as I couldn’t get to the beach on the property because I have to use a cane or walker. We would stay there again because of the condo ..."

Reviewed on May 20, 2023

Gorgeous condo on the beautiful Longboat Key beach
Breathtaking Beach Front Property Ground Floor Condo
9.4/10 Exceptional! (97 reviews)
Birthday Trip
"Great place to stay!"

Reviewed on May 22, 2023

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.

Longboat Key Vacation Homes information

Number of reviews
458
Accommodation
118 Vacation Homes
Lowest Price
$100
Highest Price
$179

Recent reviews of Longboat Key hotels
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