Search Vacation Homes in Longboat Key

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Compare 143 Vacation Homes in Longboat Key with updated reviews, rates, and availability.

Beach
Beach Cottage with a Private Hot Tub
10.0 out of 10, Exceptional, (54)
"Two besties just getting away to relax and recharge our batteries. After a 12-hour drive, it was extremely comforting to enjoy your peaceful garden and an IMMACULATE beach cottage .... not one grain of sand anywhere inside. The amenities are perfect and plentiful. The water pressure is amazing and we appreciate the little things normally absent on vacation. We joked that it was time for a massage when it was shower time. Who has an outside shower with hot water ... this place! The daily wagon...
Beach Cottage with a Private Hot Tub
Living Room
The Beach on Longboat Key #221S Resort by RVA
9.2 out of 10, Wonderful, (32)
"👍"
The price is SAR 1,500
SAR 2,978 total
includes taxes & fees
24 Jum. I - 25 Jum. I
The Beach on Longboat Key #221S Resort by RVA
2 BR Beach front villa with enclosed north bay
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 north bay
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Bedroom
Silver Sands #243A Resort by RVA
8.6 out of 10, Excellent, (40)
"Room was clean, organized, and stocked with the essentials. Pool was extremely clean and well taken care of. Beach was beautiful and had plenty of complimentary chairs. Overall wonderful trip, will be booking again!"
Silver Sands #243A Resort by RVA
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!
Casa Azul Beach Compound- AMI Locals
Luxury Home with Private Beach Access and Heated Pool!
9.8 out of 10, Exceptional, (6)
"Last minute book that accommodated our family and fur baby. Home is very nicely decorated with plenty of beach accessories on a quiet street. Very little foot traffic surrounded by nature preserve. Beds were comfortable and plenty of pillows to spare. Pool was a nice reprieve from the beach and very private. Management company was top notch and had great communication throughout our stay. We would definitely book again."
Luxury Home with Private Beach Access and Heated Pool!
Breathtaking Gulf Views Prestigious Long Boat Key
10.0 out of 10, Exceptional, (6)
"Second time here, would definitely return"
Breathtaking Gulf Views Prestigious Long Boat Key
Front View
Cedars East #535 Townhouse by RVA
9.0 out of 10, Wonderful, (2)
Cedars East #535 Townhouse by RVA
Living room
Lyons Lane: Home on Longboat Key by RVA
9.0 out of 10, Wonderful, (2)
Lyons Lane: Home on Longboat Key by RVA
Moku - AMI Locals
Waterfront home with private beach, a private pool, and water activities! Moku
10.0 out of 10, Exceptional, (1)
"We were searching for a unique vacation experience when we came across this listing on Vrbo, which definitely did not disappoint. It’s on an island with a very secluded beach surrounding it! You literally have to take a boat there, how cool is that and the wooden walkways all over really had a vibe! Our group really enjoyed our trip to the Anna Maria Island area, great food and shops, nice people, fanastic beaches. It was so nice to have our own private retreat and pool to relax in, we felt very...
Waterfront home with private beach, a private pool, and water activities! Moku
Exterior
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
10.0 out of 10, Exceptional, (6)
"My husband and I enjoyed a two-week stay at this home in Longbeach Village. The home was as pictured with everything needed to make our stay hassle free. The neighborhood is lovely and quiet and close to the beach and a small shopping center with several great places to eat. It would have been helpful to have an information sheet with instructions on how to use the TV, days of trash pick up, and local suggestions. Otherwise, we had a wonderful time and would come back again."
Longboat Key beach house - 5 min walk to the beaches and top local restaurants
Pura Vida- AMI Locals
Enjoy a Pontoon Boat and True Island Living at Pura Vida!
10.0 out of 10, Exceptional, (1)
"Our family trip to this area was made absolutely unforgettable by staying here. This vacation rental home on a private island near Anna Maria Island was simply incredible. Accessible only by boat, the seclusion and tranquility were unbeatable. The private beach was just steps away from our doorstep, and was a paradise for our kiddos to play at building sandcastles and for us to relax. The roomy house and bedrooms were perfect for our crew of six, making every day together easy to enjoy. With a...
Enjoy a Pontoon Boat and True Island Living at Pura Vida!
Rear View of Gulf Side Villa
Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!
10.0 out of 10, Exceptional, (98)
"The home is well maintained and updated. The location is beyond amazing. The owner was responsive to our email questions and the property manager was excellent. We had a fabulous family vacation."
Exquisite Beachfront Villa with Private Pool & Stunning Gulf Views!
Walking on the Sandbar
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
Interior
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
10.0 out of 10, Exceptional, (15)
"We really enjoyed our stay. Check In/Out process was easy and communication was great. The unit was very clean with a well stocked kitchen. There are a lot of beach toys, chairs, etc for a great day at the beach. Probably the most we have ever seen at a beach area condo. Also, having a garage for the car was really nice. The complex itself was great and the pool was amazing. It is 4ft deep all around with plenty of room for the kids to have fun while not bothering others. We even played some...
Cedars East #526 Beautiful 2 bed 2 1/2 bath town home on Longboat Key. Sleeps 5
Living area
Island Living on Longboat Key 3 minute walk to the beach!
10.0 out of 10, Exceptional, (11)
"We had never been to this area of Florida before...so we were not sure if we were missing out by not staying in Anna Maria Island. We got so lucky! Longboat Key was the perfect spot for a relaxing vacation with an 1 1/2 year old. We loved have the option to walk across the street to a beautiful private beach, or to utilize the"
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
Aerial view
Beautiful Beach Longboat Key Townhouse
9.8 out of 10, Exceptional, (10)
"Very nice/clean property…located near the center of Longboat Key. 5 minute walk to the beach and 10 minute walk to the bayside. Teenagers enjoyed playing soccer tennis and using the gym located in the community. Free Bike rental available. Would recommend visiting"
Beautiful Beach Longboat Key Townhouse
Updated Beachfront Studio w/ Sparkling Pool, Breezy Patio & Modern Kitchen
8.2 out of 10, Very Good, (52)
"Dirty and many things broken"
Updated Beachfront Studio w/ Sparkling Pool, Breezy Patio & Modern Kitchen
Livin' La Vida Longboat - AMI Locals
Saltwater Pool and Spa, Private Guest Suite - Livin' La Vida Longboat
8.0 out of 10, Very Good, (1)
"Property was nice and quiet. Concerns were addressed quickly"
Saltwater Pool and Spa, Private Guest Suite - Livin' La Vida Longboat
Don't see what you're looking for?
See all available properties in Longboat Key
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

Beach
Sea Club I Beach Resort
3.0 star property
9.0 out of 10, Wonderful, (277)
"Such a great place to stay. Pool, beach and beautiful sunsets!"
Sea Club I Beach Resort
Romantic Getaway
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
9.8 out of 10, Exceptional, (128)
"This two bedroom condo was perfect for our family needs. My two kids (preteen girl and teen boy) had their own space and my husband and I appreciated the king bed (my husband is tall, so a king is better than a queen). Everything we needed for the weekend was in the condo. The proximity to the beach, dinner options and even fishing on the pier were exactly what we were looking for. We have been to many gulf beaches and we liked how quite this was vs bigger public beaches."
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
Gulf of Mexico on Longboat Key
Breathtaking Beach Front Property Ground Floor Condo
9.6 out of 10, Exceptional, (119)
"Sand Cay is amazing!"
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.

Recent reviews of Longboat Key hotels
Expedia verified reviews

Sea Club I Beach Resort

Sea Club I Beach Resort

5/5 Excellent
Family getaway
"Such a great place to stay. Pool, beach and beautiful sunsets!"
A verified traveler stayed at Sea Club I Beach Resort
Posted 20 hours ago
Sea Club I Beach Resort