We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Longboat Key, Florida condos

Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 128 Rentals in Longboat Key
loading...
Sort by
From
£2,294
Per Month
1 Bedroom, 2 Bathrooms, Sleeps 4
Booking
7 photos Details
Reviews (1) Make Enquiry
From
£86
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
16 photos Details
Reviews (2) Make Enquiry
From
£103
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
29 photos Details
Reviews (3) Make Enquiry
Also consider
Beachfront Villa w/ Private Pool & Stunning Views!
5 Bedrooms, sleeps 10
£733 / night
Gulf Beach Front & View, 2 Pools Spa 8 Tennis Crts
2 Bedrooms, sleeps 6
£71 - £131 / night
Inn On The Beach 1-205 on Longboat Key
1 Bedroom, sleeps 4
£193 / night
Beautiful Updated Condo at Sand Cay Beach with Great Ocean Views.
2 Bedrooms, sleeps 6
£102 - £180 / night
From
£132
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (1) Make Enquiry
From
£63
Per Night
Studio, 1 Bathroom, Sleeps 2
Bookings
7 photos Details
Reviews (1) Make Enquiry
From
£101
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
8 photos Details
Reviews (1) Make Enquiry
From
£558
Per Week
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
7 photos Details
Reviews (1) Make Enquiry
From
£80
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
7 photos Details
Reviews (1) Make Enquiry
Get the List
From
£108
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 7
Bookings
14 photos Details
Reviews (4) Make Enquiry
From
£72
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
22 photos Details
Make Enquiry
From
£280
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
77 photos Details
Make Enquiry
From
£1,539
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Make Enquiry
From
£1,509
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
17 photos Details
Make Enquiry
From
£101
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
41 photos Details
Make Enquiry
From
£38
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
10 photos Details
Make Enquiry
From
£2,113
Per Month
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Make Enquiry
From
£94
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Make Enquiry
From
£121
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
Make Enquiry
From
£45
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Make Enquiry
From
£109
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
11 photos Details
Make Enquiry
From
£95
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
Booking
6 photos Details
Make Enquiry
From
£75
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
19 photos Details
Make Enquiry
From
£66
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
29 photos Details
Make Enquiry
From
£1,811
Per Month
3 Bedrooms, 2 Bathrooms, Sleeps 6
26 photos Details
Make Enquiry
From
£60
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
21 photos Details
Make Enquiry
From
£2,958
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
10 photos Details
Make Enquiry
From
£118
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
23 photos Details
Make Enquiry
From
£830
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
31 photos Details
Make Enquiry
From
£114
Per Night
1 Bedroom, 1 Bathroom, Sleeps 6
17 photos Details
Make Enquiry
From
£106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Make Enquiry
From
£106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Make Enquiry
From
£88
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Make Enquiry
From
£733
Per Night
5 Bedrooms, 5 Bathrooms, Sleeps 10
-19 photos Details
Make Enquiry
From
£2,264
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 4
24 photos Details
Make Enquiry
From
£106
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
25 photos Details
Make Enquiry
From
£77
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Make Enquiry
From
£106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Make Enquiry
From
£1,811
Per Month
2 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Make Enquiry
From
£54
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
20 photos Details
Make Enquiry
From
£2,291
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Make Enquiry
Go to map view
Book Online(53)
Use filters to find the best results!

Suitability

  • Wheelchair access (10)
  • Elder access (45)
  • Suitable for children (48)
  • Pet friendly (8)
  • Smoking allowed (0)

Amenities

  • All pools (96)
  • Air Conditioning (90)
  • Internet (84)
  • Other outdoor space (84)
  • Public pool (74)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities
Beachfront condos and bayside villas – your vacation rental on Longboat Key

Imagine overlooking Sarasota Bay and relaxing in your own villa pool garden … or enjoying crimson sunsets from your Gulf front family vacation condo. Beach and bay rental homes deliver the best of all worlds with spacious living, exceptional kitchens and easy access to Longboat Key parks, shopping and upscale or relaxed dining selections. For fishing excursions or family vacations, select rentals offer flexibility and value for holidays at the beach.

Longboat Key - the upscale coastal vacation destination

This gorgeous Florida key combines serene seashore enjoyment with luxury shopping and dining choices. Families enjoy the many water sport activities from fishing, boating and kayaking to plucking perfect seashells along the shoreline. Couples and friends explore chic dining and shopping spots around St. Armand’s Circle. The aristocratic heritage of the St. Armand and Ringling families resonates through quiet gardens and plush Palm Beach-style shopping. Umbrella-draped cafes and handsome restaurants offer exceptional European fare and inventive coastal specialties. Work off that decadent dessert with a stroll around the circle for leather, jewelry, resort wear and art gallery browsing.

Cultural treasures along Sarasota Bay

Venture just across the bridge over Sarasota Bay for unrivalled cultural treats. The Ringling circus family bequeathed an elegant legacy of art and architecture. The estate includes the acclaimed John and Mable Ringling Museum of Art, the family’s winter Ca’ d’Zan mansion – a Venetian Gothic masterpiece - the Circus Museum and historic Asolo Repertory Theater. With elegant gardens and terraces spread over 20 bayside acres, the complex provides hours of enjoyment.

Waterfront dining

Beyond the eclectic mix of St. Armand Circle restaurants, you’ll want to sample excellent bay front restaurants. The Dry Dock is a favorite of locals and visitors alike, with waterside dining under coconut palms or indoor seating with the same exceptional views. Boasting ultra fresh grouper sandwiches, char-grilled burgers and a host of pasta and chicken selections, the Dry Dock grill is a casual dining treat. Diners arrive by car or boat to enjoy Mar Vista Dockside Restaurant and Pub in the historic village at the North end of the key. With quaint indoor or outdoor dining and spectacular views, try steamer pots of fresh seafood or exotic scallop and crab dishes that wash down quite well with islander mojitos, margaritas and other such flavorful concoctions. Land lovers can choose from the number of chicken, steak and pork dishes.

Visitor reviews aid vacation rental selection

You’ll have no trouble knowing what to expect, as you search for the just-right villa or condo rental. Our unbiased visitor reviews offer clear descriptions and candid evaluations, so you can feel confident in your choice.