Top 24 Vacation Rentals On The Beach In Longboat Key, Florida - Updated 2025

Linda
Contributing Writer
Updated
| 11 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.

Local Attractions:

  • Bayfront Park: This public park has a beautiful view of Sarasota Bay and includes amenities such as a dog park, a nautical-themed playground, and kayak launch places. It’s an excellent location for outdoor activities and admiring the natural beauty of the area.

  • The Ringling: Just a short drive from Longboat Key in Sarasota, is a cultural destination that features art, a circus museum, historic theater, and gardens. Discover exhibitions, events, and activities suitable for all ages and interests.

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 June 28, 2025.

Filter by options
All Budget Friendly (3) Convenient Location (1) Couple Travel (3) Events Allowed (1) Family Friendly (23) Luxury (4)

1. Rental with screened deck (from USD 502)

Highlights Family Friendly Pet Friendly

Best for: Families with kids, outdoor enthusiasts, group stays

Located directly on the Gulf of Mexico, this beach house is set outside a private beach in Longboat Key. Beach views can be enjoyed from every room, while the outdoor showers allow you to wash off dirt and grime before stepping indoors. The floor-to-ceiling glass windows open to a spectacular view of the gulf and the outdoor dining area.

The kitchen is well equipped with the necessary gadgets for cooking and cleaning after meals. Toys and beach umbrellas are provided for kids. Any other necessity can be bought from the nearby restaurants and shopping centers. You can have a canoe and other water sports gear on a rental basis.

Stayed at this property?
Longboat Key, Florida, United States
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 2 Bathrooms

Top guest reviews
Host:
the owner was very responsive
Location:
the location of the house is perfect
the location is wonderful i have never been so close to the beach
sunsets were beautiful and the location was quiet and secluded
we saw dolphins the location is perfect the house beautiful i wouldn’t change a thing
nice publix very close— you could walk there if you had to
Cleanliness:
the house was very clean when we arrived
everything was so clean and comfortable
it was very clean roomy and the kitchen was fully stocked with everything you will need
it is very nicely appointed with very clean lines and tasteful furniture
this house was clean & the beach was completely private
Read more reviews

2. Beachfront apartment with a private balcony (from USD 193)

Highlights Family Friendly View

Best for: Group stays, outdoor enthusiasts

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
97 reviews   Superhost Wifi Available
ENTIRE CONDO 3 Beds 6 Guests 1 Bedroom 1 Bathroom

Accommodates: 6

Top guest reviews
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
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
Amenities & Room:
good beach chairs nice heated pool and a bin of sand toys for kids were appreciated
Read more reviews

3. Beachside apartment with a shared hot tub (from USD 337)

Highlights Luxury Family Friendly Work Travel Secluded

Best for: Luxury travelers, group trips, families with kids

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
70 reviews   Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
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
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
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
Read more reviews

4. Penthouse unit with stunning views (from USD 387)

Highlights Family Friendly View Wheelchair Friendly

Best for: Families with kids, group stays

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
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
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
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
Read more reviews

5. Tranquil getaway in a tropical paradise (from USD 173)

Highlights Family Friendly Budget Friendly

Best for: Budget travelers, group stays

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?
Longboat Key, Florida, United States
condo 4 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
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
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
Read more reviews

6. Condo with breathtaking beach view (from USD 382)

Highlights Family Friendly

Best for: Group trips, watersports enthusiasts, senior citizens

This beachfront king suite at Longboat Key Island is a sea facing apartment. This air conditioned accommodation provides beach access with essentials like towels, beach blankets, umbrellas, and snorkeling gear. You can relax while enjoying a breathtaking view of the ocean. And if you don’t want to go to the beach, you also have a shared heated pool and a hot tub.

The elegantly furnished suite provides complimentary toiletries and linens for a luxurious stay while the kitchen is equipped with silverware and other necessary gadgets. Laundry facilities are also available. Parking facilities and Wifi are offered for free.

Stayed at this property?
Longboat Key, Florida, United States
164 reviews   Superhost Wifi Available
ENTIRE CONDO 2 Beds 4 Guests 1 Bathroom

Accommodates: 4

Top guest reviews
Host:
the staff is very very friendly and is always there to help
emily was a great host and answered any questions we had within minutes
we loved our stay through our host emily with airbnb
host was extremely nice and responded within 10 minutes to any questions we had
needs remodeling ann tlc hosts were great and very accommodating
Location:
great location on longboat key
beautiful location on the beach
excellent location at the most prestigious resort in long boat
the experience was good and the location is amazing
wonderful location on longboat key right near the inlet where the dolphins often play
Cleanliness:
very clean and well kept
great time very recommended very clean spot
check in was simple and the condo was clean
the unit was clean upon arrival but is need of some love
the staff keeps the place spotless they are also very friendly
Amenities & Room:
air conditioning was delightfully cold
the bed is comfortable the sofa and chair are nice and the tv works well
great condo with a full kitchen and washer and dryer combo
the view is fantastic we were able to see dolphins every morning while sitting and having breakfast
you will also want to bring a bar of soap and better toilet paper
Read more reviews

7. Luxurious oceanfront villa with heated pool

Highlights Luxury Family Friendly

Best for: Outdoor enthusiasts, group trips, families

This villa is located directly on the white sand beaches of Longboat Key Beach. Besides enjoying a heated outdoor private pool, you’ll also be served the breathtaking view of the Gulf of Mexico. The place offers a fully furnished gourmet kitchen, barbeque, and much more to make it a perfect private paradise.

The balcony and deck serve as perfect outdoor spots for enjoying the beach while the garden is great for strolls and exercise. A parking area is offered for free along with Wifi access. Beach chairs and towels are made available whereas a canoe and bicycles are offered to make your outdoor explorations more enjoyable.

Stayed at this property?
Longboat Key, Florida, United States
PRIVATE VACATION HOME 10 Guests 5 Bedrooms 5 Bathrooms

Top guest reviews
Host:
we appreciate the owners hospitality year over year and the property manager
owners and property manager are first class and always helpful
communication with the owner and property manager was easy
Location:
the best part was it’s access to the beach and it’s location in a quiet neighborhood
the sunsets every night and the quick walk to the beach made for a wonderful vacation
its a wonderful home in the perfect location
Cleanliness:
the house was very clean well decorated and comfortable
Amenities & Room:
the kitchen includes everything you need and the outdoor deck was delightful at nighttime
Read more reviews

8. Exotic beachfront cottage with private beach

Highlights Pet Friendly Family Friendly

Best for: Pet parents, group trips

If you book this secluded cottage with a view of the Gulf of Mexico, you will have more than just beach views. The rental offers a fully equipped kitchen and elegant rooms with heating and air conditioning.

It is surrounded by sea oats, palm trees, and sand dunes, and this cottage also offers beach chairs and towels with a private beach experience.

Stayed at this property?
Longboat Key, Florida, United States
cottage 6 Guests 2 Bedrooms 1 Bathroom

Top guest reviews
Location:
now if you are looking for excitement and busy people watching shops within walking distance etc
Cleanliness:
was clean & comfortable
Amenities & Room:
cottage #4 was just as described: charming simple and comfortable
Read more reviews

9. Renovated Caribbean-style condo (from USD 388)

Highlights Family Friendly

Best for: Group trips, outdoor enthusiasts, families with kids and infants

This updated condo on the Sand Cay Beach Resort is on Longboat Key Island. Renovations include a Caribbean aesthetic to the interiors, new bathrooms, floors, and kitchen countertops. The patio allows sights of the Gulf of Mexico, so you can spot dolphins or hear the waves from your bedroom. The condo is located in a resort, which provides beach umbrellas, chairs, and ice boxes as well as a heated communal pool. They also arrange for several nearby activities like whale watching, kayaking, scuba diving, fishing, golfing, and more.

The rental has central air conditioning and central heating. Wifi, an onsite parking spot, and several other complimentary services enhance the luxury of your stay.

Stayed at this property?
Longboat Key, Florida, United States
condo 6 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Host:
the owners provided clear communications and quick responses and the office staff for check-in was friendly too
the office personnel were very helpful and very nice
the staff in the office were very friendly
the check in process was really smooth and everyone was very helpful
the owners were great to work with helped in anyway they could and made it painless for us
Location:
short walk to the beach and we’re in heaven
the grounds are beautifully kept and it's such a short walk to the beach
short walk to beach and the sunsets were fantastic
Cleanliness:
unit was clean and had everything we needed
very nice condo clean and had everything we could need
property had everything we needed was clean and relaxing
the unit was clean spacious quiet and had everything we needed for the beach and our stay
our family visited last year and was so fortunate to visit this relaxing and clean property again
Amenities & Room:
the tv was hard to figure out-instructions would have been great
we truly enjoyed our stay here overlooking the gulf from living room and patio
Read more reviews

10. Secluded top-floor condo with panoramic vistas (from USD 483)

Highlights Family Friendly

Best for: Group stays, families with kids

Set 0.1 km (0.1 mi) from the white beaches of the Gulf of Mexico, this beachfront condo gives a fantastic visual of the gulf from the screened private patio on the top floor of the building. Beach umbrellas, chairs, towels, and toys are offered by the host for a heightened private beach experience. You are also offered a heated swimming pool and an outdoor shower.

In this accommodation, a barbeque area, a covered outdoor patio, and laundry services are available along with Wifi and car parking. The chillier days can be enjoyed in front of the electric fireplace in the main living area, while catching up on shows on the complimentary Netflix and other local channels on smart TVs.

Stayed at this property?
Longboat Key, Florida, United States
condo 6 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
Host:
anna was a super host and answered all our questions promptly
owner was very responsive to all communications
owner very responsive to concerns and tried to be helpful from far away
Location:
the location of the condo is amazing
enjoyed this property because of its great location to the beach
the location can’t be beat and the renter was more than accommodating and very family friendly
location was amazing while it could use some upgrades we had a great time
beautiful views awesome beach and great location to restaurants
Cleanliness:
everything was very clean
the cabana was very clean and had cleaning supplies avaliable
very clean condo and surrounding outdoors
condo super comfortable and clean
Amenities & Room:
there's not enough seats for 4 adults to enjoy the balcony or living room comfortably
positives: miles of amazing beach with lots of shells gorgeous sunsets and comfortable chairs
Read more reviews

11. Amazing one-bedroom home

Highlights Family Friendly

Best for: Group stays

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, Florida, United States
condo 6 Guests 1 Bedroom 1 Bathroom

Top guest reviews
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
Cleanliness:
the condo was very comfortable clean and well maintained
this condo is very clean and well furnished with everything we needed
Read more reviews

12. Condo by the beach with pool (from USD 326)

Highlights Family Friendly Events Allowed Wheelchair Friendly

Best for: Group stays, families with kids

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?
Longboat Key, Florida, United States
Wheelchair accessible Visual Aid: Braille
condo 6 Guests 2 Bedrooms 2 Bathrooms

Top guest reviews
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
Cleanliness:
the condo was clean and neat
the unit is clean and comfortable
i felt that it was very clean
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
Read more reviews

13. Welcoming abode just steps from the beach

Highlights Family Friendly Convenient Location

Best for: Outdoor enthusiasts, group stays

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
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
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
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
Read more reviews

14. Cozy home decked in classic white hues

Highlights Couple Travel

Best for: Watersports enthusiasts, couples

This one-bedroom accommodation is on the ground floor, just steps away from Longboat Key beach. You are offered a corner room with extra windows that give a fantastic view of the gulf. There’s also an attached laundry room. The furnished kitchen has all amenities for cooking while a coffee maker ensures that you get your caffeine fix. A communal heated pool is present onsite and several provisions have been made for barbecues and entertainment.

The resort provides Wifi, parking, and laundry services. They also have an on-request concierge service to tend to your request for cocktails, beach chairs and umbrellas, and any other vacation requests. Outside, you can also take part in activities like parasailing, kayaking, and scuba diving.

Stayed at this property?
Longboat Key, Florida, United States
condo 2 Guests 1 Bedroom 1 Bathroom

Top guest reviews
Host:
the owner was very sweet
great hosts always available
she has been extraordinarily helpful
owner extremely easy to deal with and offered helpful advice
owner easy to reach and very accommodating
Location:
close to many great restaurants
great location steps from the beach
ideal for walking swimming and sun bathing
great location right on the gulf friendly environment
we loved being close to so many places to eat
Cleanliness:
clean and decorated beautifully
the pool was clean and perfect temp
the property was very clean and comfortable
simple clean decor fantastic beach access and nice pool
the unit was very clean and had everything you may need
Amenities & Room:
cozy cottage like condo
great tv with dvd player
well equipped extremely well maintained serene beach friendly surroundings market close by giant tv small tv in bedroom
property was great- could use some more kitchen supplies ( pans silverware etc)
very comfortable king-size bed
Read more reviews

15. Home with captivating ocean views

Highlights Family Friendly

Best for: Group trips

Wake up each morning to captivating ocean views just outside your window. Take a lovely morning or evening jog at the beach as you feel the calm breeze cooling you down. Relax next to the swimming pool as you dry up after a nice swim.

Feel free to utilize the fully equipped kitchen. The living area has been beautifully furnished, a television set and internet connection are available to keep you entertained indoors. This amazing home can comfortably accommodate a maximum of six guests.

Stayed at this property?
31 reviews  
condo 4 Guests 0 Bedrooms 1 Bathroom

16. Villa on the bay with a private dock

Highlights Family Friendly Budget Friendly

Best for: Group stays, outdoor enthusiasts

Get to enjoy how good it feels when you have your own private dock and private beach while staying in this luxurious home. A maximum of four vacationers can call this beautiful two-bedroom accommodation home. Spare a couple of hours and visit the beach for an exciting ocean swim or just to bury your feet underneath the sand.

There is a fully equipped kitchen stocked with adequate cooking appliances. The living room is well furnished and a TV set and internet connection available to always keep you busy.

Stayed at this property?
106 Twin Shores Blvd.
villa 4 Guests 2 Bedrooms 2 Bathrooms

17. Beachfront condo in Longboat Key

Highlights Budget Friendly Family Friendly

Best for: Budget travelers, group trips

Be the first to book this executive home and you will get to wake up to captivating ocean views that will always blow you away. If you are not having fun swimming at the pool you will be at the beach trying to surf, reading a book under the beach umbrella or just sunbathing as you enjoy the calm environment.

The beds are well made with clean bed linen, and toiletries and towels are provided to ensure your stay is as comfortable as possible.

Stayed at this property?
745 Bayport way
condo 6 Guests 2 Bedrooms 2 Bathrooms

18. Stunning home with a private beach

Highlights Family Friendly

Best for: Group stays, outdoor enthusiasts

Take a moment and go and enjoy the beach any time you want to while staying in this stunning accommodation. The beautiful architecture is further enhanced by the amazing décor and furnishing used. The kitchen is well stocked and equipped with modern cooking appliances for you to prepare your favorite food.

If you wish to stay indoors, there is a large TV set and internet connection available to keep you ever entertained. Enjoy seating on the outside furniture on the balcony as you eat your meals and enjoy the mesmerizing views.

Stayed at this property?
8 reviews  
condo 6 Guests 2 Bedrooms 2 Bathrooms
Top guest reviews
Host:
Very nice condominium with a fantastic location
The owners have been very helpful courteous and very easy to communicate with
Additional things like canoes golf net complete with clubs and balls
Pure relaxation and the owner Belinda and Jim very friendly and helpful Thanks
A small towel was there to help with the problem Other than these things
Location:
There are not a ton of restaurants on the island
many times we have never been to to Longboat Key
just the sound of the waves
- the complex is just across the road from a perfect beach
It is delightful In terms of facilities restaurants walks - simply great St Armands Circle is an absolute joy if you like shopping and eating
Cleanliness:
Very good and quiet the apartment is luxurious and very clean
The bedding and towels were very nice
Amenities & Room:
The beds were super comfortable
The home was immaculate and with lots of luxurious touches like a wine fridge
The cable company had to be contacted[
we only shared it with a handful of people - no boom boxes
The condo is well equipped - even has a wine fridge
Read more reviews

19. Luxurious piece of paradise

Highlights Family Friendly Luxury

Best for: Group trips, families

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
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
Cleanliness:
incredible value amazing views spotlessly clean effective and quick communication effortless checkin
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
Read more reviews

20. Luxurious beachfront home

Highlights Luxury Family Friendly

Best for: Luxury travelers, group trips

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
Host:
owner was very responsive
jerry is a great host
jerry is a great host always ready to answer any questions
jerry was super responsive to any questions we had
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
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
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
Read more reviews

21. Amazing two-bedroom home near the beach

Highlights Family Friendly

Best for: Outdoor enthusiasts, group trips

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
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
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
Amenities & Room:
we especially enjoyed the amenities: pool tennis courts and fitness center
the beds were very comfortable
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22. Rental with beach supplies

Highlights Family Friendly

Best for: Group stays

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
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
Cleanliness:
very clean and nice house
the house was very clean well kept and the neighbors were very friendly
Amenities & Room:
the house is very comfortable and the kitchen fully equipped
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Other types of beachfront accommodations in Longboat Key, Florida

Though they aren’t vacation rentals, these accommodations keep you close to the sands, so you can check them out for a fantastic seaside getaway!

23. Zota Beach Resort (from USD 399)

Highlights Couple Travel Wellness Family Friendly Wheelchair Friendly

Best for: Couples, senior citizens, people with disabilities, group trips

At Longboat Key, Zota Beach Resort provides rooms with private balconies and a view of the sea, pool, or resort. You have access to a private beach and an outdoor swimming pool with beach umbrellas. The modern rooms with idyllic visuals are perfect for couples.

Viento Kitchen+ Bar provides two Á la carte meals featuring Caribbean, Mediterranean, and local dishes. The resort is equipped for accessibility with provisions such as lowered sinks and wheelchair accessibility. You will also have amenities such as hot tubs and a fitness center. This resort is pet-friendly and has Wi-fi and car parking.

Stayed at this property?

Zota Beach Resort

Wifi Available Wheelchair accessible Visual Aid: Braille

Address: 4711 Gulf of Mexico Drive

Parking Restaurant Pets allowed Room service Meeting/banquet facilities Bar 24-HOUR FRONT DESK Fitness centre

24. Turtle Crawl Inn (from USD 576)

Highlights Family Friendly Couple Travel

Best for: Outdoor enthusiasts, families, couples

Located about a minute’s walk away from Longboat Key Beach, Turtle Crawl Inn provides beach umbrellas and loungers to guests alongside a heated outdoor pool. The private beach and sun terrace add to the luxury provided by the air conditioned rooms. The tropical grounds of this hotel feature barbeque facilities to complement the private beach experience.

The resort provides Wifi and private parking for free and also arranges outdoor sports for guests. You can walk to the nearby restaurants for meals, while provisions for beverages are made in every room. Kitchen facilities are also available along with necessary kitchenware and gadgets.

Stayed at this property?

Turtle Crawl Inn - Longboat Key

Wifi Available

Address: 4235 Gulf of Mexico Drive

Parking Tennis court Golf course (within 3 km) Non-smoking rooms Fishing Laundry Family rooms Free parking

Enjoy a beachside stay in Longboat Key

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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