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.

House Rentals in Longboat Key, FL

Payment Protection
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
loading...
Sort by
From
$3,795
Per Week
View Details
1 / 25
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
Details Make Inquiry
From
$1,375
Per Week
View Details
1 / 31
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Inquiry
From
$145
Per Night
View Details
1 / 13
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
From
$1,214
Per Night
View Details
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • TV
  • Patio
  • Grill
  • Safe
  • Garage
  • Washer
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This spacious 5 bedroom villa is situated directly on the beautiful white sand beaches of Longboat Key. Offering a large outdoor private heated swimming pool and glorious views of the Gulf of Mexico from almost every corner, fully-equipped gourmet kitchen, fireplace, BBQ, and much more - it is your... View all property information
Make Inquiry
From
$464
Per Night
View Details
1 / 77
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Dishwasher
  • TV
  • DVD Player
  • Grill
  • Gym
  • Safe
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
This luxurious villa on gulf features a heated pool, 3 beautiful terraces, fully-equipped gourmet kitchen & outdoor BBQ grill, fine art & sculpture, high-speed internet, flat screen televisions, video & board games, bicycles, ping pong, & much more. Located near the historic town of Longboat at... View all property information
Make Inquiry
From
$186
Per Night
View Details
1 / 18
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Inquiry
Amenities & Details
  • Washer
  • Grill
  • Patio
  • Microwave
  • Refrigerator
  • TV
  • Garage
  • Dryer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
A lovely pet and family friendly private home, located on a private deep water canal with direct access to Sarasota Bay and only a short walk (200 meters) away from the quiet white sand beach perfect for morning beach-combing and end of day amazing golden sunsets. Located in the prestigious yet... View all property information
Make Inquiry
From
$2,303
Per Week
View Details
1 / 24
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • Microwave
  • Terrace
  • Air Conditioning
  • Dryer
  • Washer
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Beachfront resort, set on beautiful white sand beaches that meet the turquoise waters of the Gulf of Mexico. Resort with golf courses, 6 restaurants, tennis courts, spa, and deep water marina. Studio unit with King bed, sofa sleeper, and full kitchen 'stove top only, no oven' Rate includes resort... View all property information
Make Inquiry
From
$195
Per Night
View Details
1 / 13
4 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (18) Make Inquiry
Amenities & Details
  • Hot Tub
  • Refrigerator
  • Stove
  • Microwave
  • Dishwasher
  • Dryer
  • DVD Player
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
SEPT Specials: pay for 3 days, stay for 4! ++++++Rated ' EXCELLENT' digital badge on TripAdvisor and FlipKey++++++. This exclusive award recognizes outstanding vacation rentals based on reviews of past year so you can rent with confidence.... View all property information
Make Inquiry
5 of 5 stars Reviewed October 18, 2014
We just returned from our vacation at the Castle in the sky and are already talking about plans to return next year. Myself and 5 girlfriends decided to beach it for our informal...
5 of 5 stars Reviewed May 26, 2014
I rented this condo for three nights with family and friends. The condo is so comfortable with all the necessities needed to make your vacation as stress free as possible. My soon...
See all reviews
From
$1,650
Per Week
View Details
1 / 19
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Hot Tub
  • Washer
  • Dishwasher
  • Refrigerator
  • Stove
  • Parking
  • Dryer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Large Gated Home on waterway - White Sand Beach only steps away. Our vacation home is spacious and beautifully furnished with 3 bedrooms and a large loft with sleeper-sofa, 3 full bathrooms, sleeps uo to 8 people, Perfect for families or couples. The home has a fully equipped gourmet kitchen with... View all property information
Make Inquiry
From
$777
Per Night
View Details
1 / 23
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Dishwasher
  • Stove
  • Washer
  • Parking
  • DVD Player
  • Garage
  • Refrigerator
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
A beautiful beachfront home with pool on Longboat Key. Recently updated including new kitchen, bathrooms and furnishings. Tropical and fun decor and artwork throughout home lends itself perfectly to the Florida ambiance. Open lanai with swimming pool, plenty of outdoor furniture and gas grill.... View all property information
Make Inquiry
Get the List
From
$200
Per Night
View Details
1 / 14
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • TV
  • Parking
  • Patio
  • Stove
  • Refrigerator
  • DVD Player
  • Washer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
**2 WEEK MINIMUM RENTAL** 'Coconut Place' You will love this newly built canalfront pool home on North Longboat Key! This home is an ideal property for a casual Longboat key vacation - - just take a walk to the beach, enjoy a dip in the pool or fishing from the dock. Decorated with a... View all property information
Make Inquiry
From
$218
Per Night
View Details
1 / 16
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Washer
  • Grill
  • Hot Tub
  • Garage
  • Parking
  • Microwave
  • Refrigerator
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
January Special 40% Off! Weekly Rate Ranging From $1,350 To $1,725. The house offers the latest and greatest in decor, furnishings and electronics. Spacious floor plan includes an enclosed Florida room plus a screened lanai. The kitchen has two bars and opens to both the Florida room and the... View all property information
Make Inquiry
From
$263
Per Night
View Details
1 / 18
4 Bedrooms, 3 Bathrooms, Sleeps 7
Details Make Inquiry
Amenities & Details
  • Garage
  • Stove
  • Parking
  • TV
  • DVD Player
  • Grill
  • Washer
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to the Florida lifestyle - lush tropical landscaping, an inviting pool area and a deep water canal. Attractive and spacious, this four bedroom home called Soaring Spirits features a private guest wing for additional comfort. There is a brand new European-style kitchen (late 2012). The... View all property information
Make Inquiry
From
$400
Per Night
View Details
1 / 1
Payment Protection
5 Bedrooms, 4 Bathrooms, Sleeps 12
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Number Of Bedrooms
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Our luxury vacation home will comfortably accomodate up to 12 guests and is located on a deepwater canal and has a dock suitable for a boat up to 30 feet in length. Beautiful Longboat Key beach is less than a 10 minute walk from the house and world-class shopping and dining at the famous St.... View all property information
Make Inquiry
From
$126
Per Night
View Details
1 / 21
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (2) Make Inquiry
Amenities & Details
  • Dishwasher
  • Satellite TV
  • TV
  • DVD Player
  • Internet Access
  • Patio
  • Microwave
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Pet friendly, Unique Bungalow Canal Home on the North End of Longboat Key. Unique Bungalow Canal Home on the North End of Longboat Key. If you have been putting off writing the next great American novel due to the lack of a peaceful setting then this quaint canal home may be just the place for you.... View all property information
Make Inquiry
4 of 5 stars Reviewed March 18, 2014
The cottage was well reflected by the pictures. Everything fairly new and clean. Beds comfortable, has everything. Area quiet but short drive to Bradenton and Holmes beaches, for...
See all reviews
From
$357
Per Night
View Details
1 / 22
2 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Stereo System
  • DVD Player
  • Refrigerator
  • Dryer
  • Deck
  • Washer
  • Dishwasher
  • Ceiling Fans
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Set on a 30 acre private island a few hundred yards off North Longboat Key, this new water front home (completed in 2012) will provide an island vacation experience for you and your family like no other. The house has 2 bedrooms, an outside sleeping porch/bunk bed, along with 2 1/2 bathrooms and an... View all property information
Make Inquiry
From
$357
Per Night
View Details
1 / 49
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • DVD Player
  • Dryer
  • Refrigerator
  • Parking
  • Microwave
  • Dishwasher
  • Stove
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located near the historic town of Longboat at the north end of Longboat Key, this Key West-style home is located less than 150 yards from Whitney Beach and the Gulf of Mexico. One of 16 unique homes built by famed architect Frank Folsom Smith, on property formerly owned by the long-time resident,... View all property information
Make Inquiry
From
$127
Per Night
View Details
1 / 5
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • VCR
  • Garage
  • DVD Player
  • Washer
  • Refrigerator
  • Dishwasher
  • Microwave
  • Stove
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
House on canal, 5 minute walk to the Beach. A 3bedroom/ 2 bathroom home on the north end of Longboat Key, Florida. One king bed, 2 Queen beds, and One bath has a walk- in shower and the other has the tub choice. A nice large kitchen to cook for your family and friends, while enjoying the space... View all property information
Make Inquiry
From
$1,000
Per Night
View Details
1 / 44
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Stereo System
  • DVD Player
  • Dryer
  • Stove
  • Refrigerator
  • Microwave
  • Dishwasher
  • VCR
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This spacious 5 bedroom villa is situated directly on the beautiful white sand beaches of Longboat Key. Offering a large outdoor private heated swimming pool and glorious views of the Gulf of Mexico from almost every corner, fully-equipped gourmet kitchen, fireplace, BBQ, and much more - it is your... View all property information
Make Inquiry
From
$269
Per Night
View Details
1 / 16
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Microwave
  • Patio
  • Garage
  • Washer
  • Parking
  • Stove
  • Dishwasher
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
This canal front home with 3 Bedrooms, 2.5 baths is immaculate and was renovated in 2004 with ceramic tile flooring throughout, wood kitchen cabinets, granite countertops, new appliances and with tremendous attention to detail. The furnishings are high quality with a modern, contemporary... View all property information
Make Inquiry
From
$457
Per Night
View Details
1 / 13
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Garage
  • Parking
  • Dryer
  • Grill
  • Dishwasher
  • Stove
  • Air Conditioning
  • Washer
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
BEACHFRONT CHRISTMAS SPECIAL - SAVE 15%. $2,550 FOR THE WEEK REDUCED FROM $3,000. JANUARY 30% OFF - $2,520 PER WEEK REDUCED FROM $3,600. This casual beach home is just the right place to enjoy a laid-back, toes-in-the-sand vacation! Nestled on the shores of the Gulf of Mexico at the north... View all property information
Make Inquiry
Inquire for rates
1 / 8
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Inquiry
Amenities & Details
  • Grill
  • Stereo System
  • Parking
  • Stove
  • Refrigerator
  • Washer
  • Dryer
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Lovely completely new fully equipped 3 bedroom beach cottage beautifully decorated with lush landscaping and outdoor lanai for dining and relaxing. Master bedroom, 2 other bedrooms, and 2 full baths plus lanai dining area. Quiet upscale residential neighborhood. Three minute walk to a quiet... View all property information
Make Inquiry
Go to map view
Book Online(6)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (9)
  • Suitable for children (2)
  • Pet friendly (6)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (20)
  • Other outdoor space (19)
  • Grill (18)
  • Internet (18)
  • Parking (17)
  • 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
Filter search results by:
Book Online(6)

Suitability

  • Wheelchair access (1)
  • Elder access (9)
  • Suitable for children (2)
  • Pet friendly (6)
  • Smoking allowed (0)

Amenities

  • Air Conditioning (20)
  • Other outdoor space (19)
  • Grill (18)
  • Internet (18)
  • Parking (17)
  • View all amenities