Top 11 Vacation Rentals On The Beach In Longboat Key, Florida - Updated 2024

Linda
Linda 
Updated
| 6 min read

Located along the central west coast of Florida, Longboat Key is an island famous for being a popular vacation destination. It is home to the Beer Can Island, which is a perfect picnic spot, the Coquina beach, The Joan M Durante Community Park which is a protected island, and the Jewfish Key. If you are looking to explore the area then try and visit the Ringling, Siesta Beach, the Marie Selby Botanical Garden, Mone Marine Laboratory and Aquarium, or the Robinson Nature Preserve and see what Longboat Key has to offer. If you’re planning to visit Longboat Key, with homes that are perfect for families, a group of friends, couples, and some that are even pet-friendly - you’ll surely find the right place for your stay. Come and take a look at these top vacation rentals on the beach in Longboat Key, Florida.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, accommodation type, prices, availability of dates, decor, and location with easy access to beach. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.

1. Beachfront apartment with a private balcony (from USD 382)

Enjoy beautiful views of the Gulf of Mexico from the private balcony of this beach house rental in Florida with a pool. The shared outdoor pool is heated and has several loungers to lie down on to soak in the sun for perfect lazy afternoons. You can also simply enjoy the view from the private balcony while sipping on your favourite beverage. Furthermore, get closer to the beach and enjoy the sunset while lying down on a beach towel or splashing in the water.

The property also features a fully equipped kitchen, so your culinary needs are well met.

Stayed at this property?
Longboat Key, Florida, United States
75 reviews   Wifi Available
ENTIRE CONDO 3 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

Top guest reviews
Amenities & Room:
good beach chairs nice heated pool and a bin of sand toys for kids were appreciated
Cleanliness:
we loved that it was super clean and modern
unit was very clean with nice furnishings
we had a fantastic time condo was clean with breathtaking ocean view
the grounds are kept up and it was extremely clean
perfect condo for a clean small place right on the beach definitely recommend and look forward to coming back
Host:
the staff was accommodating and very friendly
roman is a great host communicates proactively and responds quickly
Location:
great location on beach
the location of this place is fantastic
nice quiet location right on the beach
this is a great place to stay
Read more reviews

2. Beachside apartment with a shared hot tub (from USD 440)

Enjoy a luxurious vacation in this Airbnb rental in Longboat Key. The property is part of Beach Castle Resort, a family resort. While here, in the afternoons, take some time to dip your toes in the water while enjoying a view of the sunset and basking in the fresh ocean breeze. You can also stay in the condo and lounge on the private balcony to enjoy the views and sound of the waves. Additionally, swim in the shared outdoor pool or soak in the hot tub to wind down before turning in for the night.

The property also includes the use of resort facilities, a kitchen and a dedicated workspace.

Stayed at this property?
Longboat Key, Florida, United States
44 reviews   Superhost Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
kitchen had everything we needed and the coffee bar was a huge plus
the beds were very comfortable
beautiful beach condo was lovely very comfortable and well appointed
Cleanliness:
it was clean well stocked and comfortable
condo presented as newly renovated clean and well appointed
the linens were crisp and clean + beach towels were provided
place was immaculate very clean and welcoming
the apartment was very clean and it has everything we needed
Host:
she was very responsive to all my questions
owners were extremely responsive to the questions i had and very nice
danielle was super responsive i had a few silly questions and she was sweet and patient
wonderful time in great condo except for being ghosted by host toward end of trip
Location:
perfect location walking distance to restaurants
the location of the unit on the beachside is ideal
beautiful location steps from the beach
the condo was in a great location with a very quiet beautiful beach
Read more reviews

3. Amazing one-bedroom home (from USD 280)

If you are looking for that perfect place near the beach where you can set up camp, this amazing one-bedroom condo for rent in Longboat Key is just the place for you. This home features a fully equipped kitchen and a well-furnished deck, the perfect place where you can sit and relax as you sip your bottle of beer or glass of wine. The living room is elegantly furnished and fitted with a large television set and internet connection to keep you entertained and connected with your folks back home.

Stayed at this property?
Longboat Key, FL, US
21 reviews  
condo 6 Guests 1 Bedroom 1 Bathroom
Top guest reviews
Cleanliness:
the condo was very comfortable clean and well maintained
this condo is very clean and well furnished with everything we needed
Host:
the owner was very accommodating and great to work with
Location:
awesome location and a nice condo
the location on longboat key is perfect
small property in a great location so quiet and peaceful
been staying in this small complex for years and love the property and location
Read more reviews
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4. Penthouse unit with stunning views (from USD 299)

Zilli Tower 503 is a spacious luxury vacation rental in Longboat Key, Florida. Capable of fitting six guests, its interiors are full of tasteful décor and enchanting artwork. Inviting wooden flooring gives this accommodation a sense of warmth, while a cozy sitting area and TV allow for relaxation. A full kitchen with all the usual equipment and amenities is available, as is a balcony with a stunning view of the backyard, beach, and the Gulf of Mexico. The heated pool has plenty of deck chairs to lounge in, while the beach itself is only a few steps away.

Stayed at this property?
Longboat Key, Florida, United States
Wheelchair accessible Visual Aid: Braille
condo 6 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Amenities & Room:
the unit is spacious with great oceanfront view and overall comfortable
while sitting on the patio we had the pleasure of watching many dolphins swim by
Cleanliness:
a very nicely maintained and clean property
very clean beautiful and had everything we needed
condo was exceptionally clean and had the best view of the ocean
this is a prefect beach front condo it was very clean beautiful view and has a relaxing pool
Host:
jim was a very gracious host during our stay
the owner was a great communicator and provided a lot of helpful information
jim was extremely helpful and responsive
owner seems very conscientious we had a great stay
condo owner was very responsive overall a great experience
Location:
long boat key is a great location
we loved the condo the decor and location
it was a quiet place with easy access to the beach
Read more reviews
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5. Welcoming abode just steps from the beach (from USD 328)

This lovely two-bedroom and two-bathroom beachfront rental in Longboat Key is a spacious abode ideal for six guests. It’s situated along the beaches of Longboat Key, in a quiet neighborhood near Sarasota. Its ideal location makes the beach, shops, and restaurants easily accessible. This beachside home boasts a private beach area, with amenities like lounge chairs and umbrellas. Its patio opens onto the beach where guests can enjoy a barbecue on the grill. Guests can also make use of the inviting living spaces, comfortable rooms with luxe beds, washers, and dryers, as well as unit-wide WiFi, and parking.

Stayed at this property?
44 reviews   Wifi Available
condo 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
we enjoyed sitting on the adjoining patio for breakfast and lunch when not eating out
bed in master bedroom was very comfortable and supportive
the beds very very comfortable and the kitchen was well stocked with whatever you need
Cleanliness:
the unit was clean big and had all the supplies we needed
the condo was very clean and well equipped with anything you could think of
the property was comfortable and clean
the condo so clean and everything you would need for a perfect trip to the beach
Host:
the owners and office staff was very friendly and attentive
the front desk was friendly and accommodating
staff in front office were very nice and helpful
bruce the owner is responsive easy to work with
everyone in the office could not have been more friendly and helpful
Location:
the property location is great ;on the beach
we rented a paddleboard from the bike shop near harry's down the road which was great
Read more reviews
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6. Tranquil getaway in a tropical paradise (from USD 135)

From the elegantly furnished living room to the fully equipped kitchen stocked with cooking appliances, you know you made the right decision renting this top Vrbo vacation rental in Longboat Key. A total of four guests can call this stunning two-bedroom accommodation home. Take a short walk and visit the beach for a quick ocean swim, a fantastic sunbathing experience or just to try any water sports activities you want. Talk about comfort, the beds have a very comfortable mattress and clean bed linen is available if and when you need to change your bedding.

Stayed at this property?
6 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
It was also easy access to the beach & pool
The condo was exactly as described When you are staying somewhere for an entire month you want that place to really feel like a home away from home
Host:
My family is very thankful that they shared their beautiful Bayport condo with us & we were more than willing to write a positive review for them
so the short distance to both was important to us
We were very careful in our search for a rental From beginning to end Arthur & Laurie were wonderful to work with
The Bayport beach area is very private & the pool is huge
Location:
Our family also enjoyed daily walks to the resort's dock to watch dolphins & manatees swim by
Read more reviews
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7. Luxurious piece of paradise located in Longboat Key

Enjoy your stay in this luxurious piece of paradise located in Longboat Key. A maximum of four vacationers can call this lovely accommodation home. There is a swimming pool available where you can choose to take a cool and relaxing swim, a perfect place to be when it is hot outside. Take a short evening stroll to the beach and enjoy the captivating sunset as you bury your feet in the sand. This accommodation features a fully equipped kitchenette where you can prepare or warm your own meals.

Stayed at this property?
Longboat Key, Florida, United States
23 reviews  
Entire condominium 3 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the view and the pool are outstanding
we never had to worry about getting pool chairs umbrellas or a spot in the pool
furnishings and facilities were excellent
had a nice view of bay and was close to pool and hot tub
very private with a beautiful pool
Cleanliness:
incredible value amazing views spotlessly clean effective and quick communication effortless checkin
Host:
the host will was very friendly and responded quickly
william was a great host very kind and supportive
we would highly recommend this unit and william as he was a fabulous host
will was easy to work with and responsive
Location:
nice and quiet condo in a great location on longboat key
amazing condo love the location and design
the location is perfect for those wanting peace and quiet - away from the hordes
this is a very spacious and stylish apartment with a fantastic location overlooking the bay
great place fabulous location clean and comfortable
Read more reviews

8. Luxurious beachfront home

If you are a party of seven and you are looking for a comfortable place to set up camp, this beautiful home is the perfect place to be. The kitchen is fully equipped and stocked with modern cooking appliances. Toiletries, clean bed linens, and towels are available to make your stay comfortable. For your indoor entertainment there is a large television set and internet connection available and if you feel like spending some time outdoors, then make a point of visiting the beach that is only meters away from this accommodation.

Stayed at this property?
Longboat Key, Florida, United States
129 reviews   Superhost Wifi Available
ENTIRE CONDO 5 Beds 7 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
beautiful furnishings very nice kitchen with everything you would need
quiet retreat very close walk to beach with nice amenities including heated outdoor pool and tennis courts
we had a very comfortable stay and jerry is extremely responsive with all communication
Cleanliness:
very clean residence in a quiet neighborhood
the treehouse was clean comfortable and enjoyable
the house is clean and well appointed
the townhouse was clean comfortable and lovely
the townhouse was very clean and had a very well equipped kitchen
Host:
owner was very responsive
jerry is a great host
jerry was super responsive to any questions we had
jerry is a great host always ready to answer any questions
jerry is a fantastic host
Location:
this was a great location just a short walk to the beach
great location and a very nice complex
it’s in a great location on longboat key
lots of good restaurants shopping etc all very close by
a very nice place and in a convenient location
Read more reviews

9. Amazing two-bedroom home near the beach

If you are planning to take a vacation in Longboat Key, then you cannot miss out on renting this amazing two-bedroom home. A maximum of five guests can call this luxurious place a home. When you feel like you are hungry, you can either choose to visit the local shops and restaurants to grab something to eat or prepare your own meals in the fully equipped kitchen. You can either choose to take a cooling swim in the pool or go sunbathing at the beach as you feel the cool ocean breeze on your face.

Stayed at this property?
Longboat Key, Florida, United States
89 reviews   Superhost Wifi Available
Entire townhouse 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
we especially enjoyed the amenities: pool tennis courts and fitness center
the beds were very comfortable
Cleanliness:
clean and welcoming
it was clean and quiet
the condo was clean and nicely decorated
well-equipped clean and comfortable
super comfortable bed very clean and beautifully decorated
Host:
the owner was very responsive to our questions
great accommodations and very responsive host
colin is a great host
he's a wonderful host and communicator
colin was a fantastic host
Location:
location was ideal for our visit
convenient location with a short and easy walk to the beach
location was great within a 5 minute walk to the beach
beautiful beach walking distance never crowded
walking distance to 5 or 6 amazing restaurants
Read more reviews

10. Beach escape to Longboat Key

This Longboat Key vacation rental on the beach is simply perfectly located. This amazing home can host no more than four guests. Prepare your meals in the fully equipped kitchen, then enjoy eating your food on the patio under the moonlight. The beach is just a short walking distance from the home and there are beach supplies available to make your experience at the beach relaxing and memorable. For your indoors, you can have a little bit of fun by playing board games or being entertained by the television set or browsing the internet.

Stayed at this property?
Longboat Key, Florida, United States
24 reviews   Superhost Wifi Available
Entire townhouse 3 Beds 5 Guests 2 Bedrooms 1 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
the house is very comfortable and the kitchen fully equipped
Cleanliness:
very clean and nice house
the house was very clean well kept and the neighbors were very friendly
Host:
colin was a perfect host
colin is an excellent host
colin was an excellent host and his place is amazing
very nice and helpful neighbors too
Location:
10 minute walk to the beach or a 10 minute drive to some even more amazing beaches
lots of great restaurants within a few miles and harry's right down the street
this place was amazing the location couldn't have been better
also enjoyed the close proximity to ami for more family fun activities it's like a 5-10 min drive
for first-time visitors to florida this house and location were superb
Read more reviews

11. Condo by the beach with pool

This fully furnished home rental in Longboat Key is ideal for six guests. With two bedrooms and two bathrooms, the home has a master bedroom with a king-sized bed, and a second bedroom with two twin beds, while the den area has a queen-sized pull-out sofa. Guests also have access to a well-equipped kitchen, a cozy living room, a yard with a patio, and an outdoor grill. Lounge by the poolside or take a dip in the heated pool after a long day out on the beach. This home sits right on the shores of the Gulf of Mexico and is just a few steps away from the beach.

Stayed at this property?
86 reviews  
condo 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
i liked the furniture in the living room and dining area
beach is fantastic and the pool is one of the largest we have come across at a resort
Cleanliness:
the condo was clean and neat
the unit is clean and comfortable
i felt that it was very clean
Host:
matt was wonderful answering any questions before the trip and the staff was very friendly and helpful
the kitchen is well stocked and office staff were extremely friendly
matt was super kind and accommodating and answered all our questions quickly
Location:
the condo is in a perfect location and has everything you need
our family loved the location of this condo and being on the first floor
this is a great place to relax and rest
Read more reviews
Oops, this listing is currently inactive. Check out these alternative properties in the same location.
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Beachfront rentals

Sometimes it is good to treat yourself and your family to a private vacation with access to the beach any time of the day. These Longboat Key beachfront rentals offer the best vacation experience staying in a comfortable place.

Frequently asked questions about vacation rentals on the beach in Longboat Key, Florida


Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Linda is a free-spirited writer with an insatiable love for exploration, a passion for discovering new places, and a strong desire to experience new things while constantly seeking to learn....Read more

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