Longboat Key is a beautiful town in Florida with endless pristine beaches and world-class golf facilities. If you are looking for a wonderful laid-back destination where you can indulge in some outdoor activities, Beer Can Island is the place to be. Besides its clear waters, it is surrounded by lots of scenic trails that are perfect for hiking. Quick Point Nature Preserve will surely delight anglers and travelers who want to view some amazing bird species such as herring gulls and great blue herons. If you are planning a peaceful trip with your loved ones and are looking for a great place to stay, check out the top vacation rentals in Longboat Key, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.
1. Vibrant beach house with Wi-Fi (from USD 354)
This vibrant beach house has delightful beach-themed interiors, comfortably accommodating up to nine guests. It features three sleeping areas and two bathrooms with a tub, so you can enjoy a relaxing soak indoors. The property also offers easy and quick access to the beach if you feel like heading outdoors.
With a shared pool on the premises, you can have some fun splashing around with your family. Laundry facilities are available for guest use, so you need not worry about soiling your clothes. Free Wi-Fi is also provided for those who wish to wish to stay connected.
Top guest reviews
Amenities & Room:
the back yard was private and comfortable with very nice landscapingCleanliness:
the house is clean and functionalthe house is completely sparkling cleanthe house itself was clean spacious and stylishvery comfortable and cleanthe house was clean - its seen a lot of airbnb guestsHost:
the hosts are very responsivedebbie is a great hostdebbie is a great host5 stars debbie is an awesome hostRead more reviewsLocation:
wonderful location on a beautiful islandthe location was perfectalso the perfect walking distance from the beach making for a nice sunset walkgreat location even closer to the beach than we thoughtold but great place for vacations close to amazing beach
2. Private condo for four (from USD 179)
Ideal for couples and groups of four, this lovely beach condo comes with a cozy queen-size bed and a plush sofa bed for a good night’s rest. It also offers easy access to the beach, which is situated just a few steps away.
From the spacious patio area, you can enjoy stunning sunset views after a day on the water. The on-site pool is heated, allowing you to swim comfortably at night. A TV with standard cable channels is available as well to keep you entertained while indoors.
Top guest reviews
Amenities & Room:
beautiful view from patio and living roomall upgrades amd ao very comfortableloved how close we were to the beach with complimentary chairs sand umbrella and the heated poolannette was great to deal with everything was exactly as described in this lovely studio apartmentCleanliness:
clean well stocked kitchen comfortablewe would stay here again you can’t go wrong with a nice clean room on a private beachvery nice location condo is just as pictured and very clean great place to stay on the beachclean quiet end unit with direct access to a part of the beach that’s not over crowdedHost:
annette the host was always ready to assistannette is a great hostthe host annette was wonderful very accommodating and flexibleannette the host is amazing and super easy to deal withRead more reviewsLocation:
great location so close to the beachthe location and short walk to the beach is awesomethis was a perfect locationgreat location very quiet and the beautiful beach is right in your backyardthe location is wonderful and we will return
3. Outrigger 9 Gulf Front (from USD 357)
This one-bedroom rental can comfortably sleep up to two guests, featuring coastal-themed decor that helps brighten the place. There is a pool on site where you and your loved ones can enjoy a refreshing swim on a sunny day.
From here, you can have quick and easy access to the beach. With a grocery store nearby, you can conveniently purchase some ready-to-eat meals. If you wish to prepare full meals, you can take advantage of the well-equipped kitchen on the premises.
Top guest reviews
Amenities & Room:
cozy cottage like condogreat tv with dvd playerwell equipped extremely well maintained serene beach friendly surroundings market close by giant tv small tv in bedroomproperty was great- could use some more kitchen supplies ( pans silverware etc)very comfortable king-size bedCleanliness:
clean and decorated beautifullythe pool was clean and perfect tempthe property was very clean and comfortablesimple clean decor fantastic beach access and nice poolthe unit was very clean and had everything you may needHost:
the owner was very sweetgreat hosts always availableshe has been extraordinarily helpfulowner extremely easy to deal with and offered helpful adviceowner easy to reach and very accommodatingRead more reviewsLocation:
close to many great restaurantsgreat location steps from the beachideal for walking swimming and sun bathinggreat location right on the gulf friendly environmentwe loved being close to so many places to eat
4. Waterfront home with a pool (from USD 418)
This beautiful home is located just a few steps away from the beach, spacious enough for up to six guests. It comes with three spacious sleeping areas and two full baths with toilet and shower facilities, so you can easily freshen up after a day’s adventure.
There is an outdoor shower as well for conveniently cleaning up after a day at the beach. Those traveling with kids will surely find this place convenient, featuring an outdoor play area. The gorgeous pool is great for splashing around with your kids on a lovely day.
5. Hidden beach paradise for eight (from USD 655)
Ideal for up to eight guests, this gorgeous and large beach home is an ideal escape for families wanting to get away from the city. It comes with four bedrooms and four baths. There is a spacious kitchen with stainless steel appliances, allowing you to easily prepare some of your favorite dishes.
Here, you have access to a tennis court should you wish to stay active. The dining area on this property is airy and has a relaxing ambiance, so you can enjoy a delightful dining experience with your loved ones.
Top guest reviews
Amenities & Room:
the heated swimming pool and dock were enjoyed by allwe had a fan that was squeaking and rocking and they came immediately and replaced itthe pool was nicely heated so our two chilly days were still a ton of funenjoyed the pool the private tennis court and especially coffee on the dockthe beds and bedding were excellent qualityCleanliness:
immaculately clean and tidy on arrivalthings are clean and maintained wellhouse was very clean on arrival and screened in pool was fantasticthe house was very cleanthe house was very clean and has everything you need including good beach towelsHost:
the host was very attentive and helpfulall the maintenance staff were very courteoushe and his staff make sure everything is more than perfectthe owner and property manager were the best to work withcarlos is a friendly personRead more reviewsLocation:
the location and property were perfectperfect location and great layoutlocation was perfect with easy walk (or an even quicker bike ride) to beach access) 10 min walk to a beautiful and quiet beachthe neighborhood was super quiet
6. Villa near Longboat Key (from USD 396)
This roomy accommodation is situated right in front of the award-winning Longboat Key beach, perfect for travelers who wish to enjoy a peaceful vacation away from the city. It comes with two bedrooms that are equipped with plush king and twin beds for a comfortable sleep throughout your stay.
With two bathrooms, you and your loved ones can conveniently clean up after a fun-filled day outdoors. The balcony is screened and has cozy seating areas so you can relax as you take in the breathtaking surroundings.
Top guest reviews
Amenities & Room:
beds were plush and comfortable and there were plenty of extra covers to snuggle up on the couchthe kitchen was beautiful with nice appliances countertops and 6 barstools at the islandeven saw dolphins swim by when enjoying breakfast in the balconythe swimming pool was nice and the deck and chairs were spotless and well keptthe grounds were beautiful with the different varieties of flowers around the pool and outside grilling patioCleanliness:
it would have been nice to have the basic cleaning supplies on hand to clean withproperty was clean and well stockedplace is very clean and exceptionally keptthe condo and surrounding property are very cleanthe condo is spacious very clean and comfortable and the beds and bedding are greatHost:
owner called after we arrived to make sure everything was in order upon our arrivalwe always had good communication with the owner when neededRead more reviewsLocation:
excellent location on the beachbeautiful location and a great condo kids loved the proximity to the beach and pooli highly recommend this location and this unitgreat time with great location for quiet relaxing timethe condo and it's location are great
7. Lovely townhouse with Olympic-size pool (from USD 177)
Boasting a large community pool, this home is perfect for those looking to cool off during the summer. This lovely property also features two bedrooms and three bathrooms, comfortably housing up to six guests.
There are plenty of scenic walking trails nearby, so you can explore the gorgeous surrounding areas with your loved ones. The living area is a great place to hang out with your family, where you can enjoy an entertaining movie on the flat-screen TV. The place is also air-conditioned for a comfortable stay.
8. Just The Essentials
Offering all the essentials for a cozy stay, this simple yet spacious unit is an ideal accommodation option for solo travelers and couples looking to escape the city for a little while. The covered patio is a great space for dining with your loved ones.
There is also a gas grill, allowing you to prepare your favorite barbecue dishes outdoors as you watch the stunning waters of the beach. With a free parking space on-site, you need not worry about the safety of your vehicle.
Longboat Key, Florida, United StatesSuperhost
Accommodates: 2
Top guest reviews
Amenities & Room:
the internet worked great and the couch was comfortablethe apartment has a window ac unit which surprisingly kept the place well cooledwe enjoyed watching the snook and other fish swim around the underwater dock light at nightthis is a sweet little apartment on a canal with a lovely back yardCleanliness:
the apartment was super clean comfortable and quietthe place was super clean and way better than we expectedhouse was clean and had everything else we needed to enjoy our stay as wellthe apartment was super clean and had everything we needed for a short staythis place was very clean and if you forgot anything there were supplies even down to beack gearHost:
highly recommend this host and this area thank you betsy for your hospitalitygreat hosts we will definitely be backbetsy was an amazing host who made us feel at homewe enjoyed our casual chats with our hosts who were always mindful of our privacy and schedulesbetsy and bob were excellent hosts and always pleasant to interact withRead more reviewsLocation:
the location was perfect very close to the beachwonderful getaway in a lovely locationbetsy’s place is the perfect location for usthe location can't be beatenthe location is great it’s a short walk to the beach
9. Roomy unit with warm interiors (from USD 243)
With warm interiors that feature light-colored walls and modern furnishings, this roomy unit comes with two bedrooms and two bathrooms, easily sleeping up to six guests. Right from the open living room, you can enjoy panoramic gulf and sunset views as you savor a cup of tea in the afternoon.
With a shared hot tub, you can enjoy a rejuvenating soak at the end of an adventurous day. Free parking is available on the premises for those who want to explore by car.
Top guest reviews
Amenities & Room:
as for the condo the kitchen is very well appointed and the furnishings and decor are lovelygreat place comfortable clean with a great view of the gulfCleanliness:
property clean and well maintainedthe unit was very clean with great set-up for our familylovely sparking clean place with gorgeous beach viewsthe condo is very clean and spacious and is steps away from a pool bbq and the beachthe condo was so comfortable and immaculate and cleanHost:
super friendly host who gave outstanding tips and area recommendationscindy was very responsive to our questions or needstim and cindy were extremely responsive and were outstanding hosts throughout our staycindy and tim were helpful and very responsivecindy was very responsive whenever we had any sort of issueRead more reviewsLocation:
walking distance to great restaurants & a lovely parkcondo location was excellent in middle of lbkalso walking distance to some great restaurants and a short drive to even more options for dininggreat location minutes to anything you could wantgreat location hope we can come again sometime love all the birds and other wildlife
10. Dog-friendly rental with a bathtub (from USD 325)
With two bedrooms and two full baths, this rental can easily take in up to six guests. With a bathtub in the bathroom, you can have a relaxing dip before you go to bed. The kitchen is equipped with a fridge, microwave, oven, and other cooking basics for easy meal preparation.
The unit is also a dog-friendly space, so feel free to bring the whole family along. Beach essentials such as an umbrella, blanket, and towels are provided for your convenience. You also have access to a gym during your stay, perfect for those who wish to stay active.
Top guest reviews
Amenities & Room:
right on the bay with kayaks great amenities like biking gym pool and tennis courtsCleanliness:
dog-friendly clean very spacious and beautifully decoratedit was pleasantly decorated and cleanour week on longboat key was amazing the condo was sparkling clean and offered a quiet and peaceful stayHost:
dana and pj were excellent hoststhey were very helpful during our stay and responded quickly to any all questionsdana is a great host and communicates very welldana was friendly and super easy to communicate withgreat communication from the host and a nice place to stay close to our favorite beachesRead more reviewsLocation:
the condo is in a great location by the baythis condo was a great place for a vacationthere place is in the perfect location between the bay and the gulfgreat location with a seaside charmif you like to shop the bridge street shops offer lots of options
Explore the gorgeous beach town, Longboat Key
If golf and beaches are part of your itinerary, you cannot go wrong with Longboat Key. Treat yourself to a nature and ocean adventure, and check out this list of the top vacation rentals in Longboat Key, Florida, for a comfortable stay.
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