Sarasota Skyline At Sunrise

Search Villas in Longboat Key

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Longboat Key villas

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Sarasota
9.6 out of 10, Exceptional, (49 reviews)
"The condo is beautifully furnished and equipped with everything we needed. It was very comfortable and we would definitely stay there again."
United States
Sharon M.
The price is HK$811
HK$3,531 total
includes taxes & fees
1 Jul - 2 Jul
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Bradenton
10.0 out of 10, Exceptional, (34 reviews)
"Nice place next to the river. It had everything we needed. Clean & had a great outdoor area. We felt very welcome and at home away from home. "
United States
Jill J.
The price is HK$1,236
HK$2,542 total
includes taxes & fees
28 Jun - 29 Jun
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Sarasota
9.6 out of 10, Exceptional, (24 reviews)
"Such a relaxing villa just 15 minutes from Siesta Key! We had such a wonderful time relaxing, hanging at the pool, and visiting the local shops. If you’re looking for a place to stay, choose this condo, you will not regret 😊"
United States
Sommer
The price is HK$1,143
HK$3,106 total
includes taxes & fees
2 Jul - 3 Jul
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

For family fun or a romantic escape close to sarasota and the area"s beaches

For family fun or a romantic escape close to sarasota and the area"s beaches
Bayshore Gardens
9.6 out of 10, Exceptional, (5 reviews)
"It seemed to be recently remodeled in excellent condition. Good safe location. Lots of room for a couple but had an extra bedroom so it would work great for a family. The outdoor area was huge with a great gas grill area. Lots of extra little touches like coffee tea chocolate andchampagne."
United States
Steve R.
The price is HK$1,411
HK$2,518 total
includes taxes & fees
9 Jul - 10 Jul
For family fun or a romantic escape close to sarasota and the area"s beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches

Lakefront 2BR Bradenton Rental Near IMG & Beaches
South Bradenton
8.8 out of 10, Excellent, (3 reviews)
"Very clean. No tissues or napkins🤔. Recommend pump hand soap instead of little bars. Also, 2 outdoor chaises were ripped and 1 out of 2 outdoor chairs was broken and unable to use the.."
United States
Laura
The price is HK$1,121
HK$2,294 total
includes taxes & fees
30 Jun - 1 Jul
Lakefront 2BR Bradenton Rental Near IMG & Beaches

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Bradenton
10.0 out of 10, Exceptional, (36 reviews)
"Host was lovely and very accommodating. Very nice property."
United States
catherine M.
The price is HK$1,247
HK$2,553 total
includes taxes & fees
29 Jun - 30 Jun
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool

Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
Nokomis
10.0 out of 10, Exceptional, (3 reviews)
"Everything was excellent! I would rent this again if the opportunity were there!"
United States
Sue H.
The price is HK$2,548
HK$8,066 total
includes taxes & fees
9 Jul - 10 Jul
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Bradenton
9.8 out of 10, Exceptional, (26 reviews)
The price is HK$1,247
HK$2,561 total
includes taxes & fees
1 Jul - 2 Jul
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Sarasota
9.6 out of 10, Exceptional, (52 reviews)
"Beautiful apartment located near the beach and state parks"
United States
Eliot f.
The price is HK$847
HK$3,571 total
includes taxes & fees
1 Jul - 2 Jul
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (44 reviews)
"Great location,great property,spacious,clean everything brand new in the property,beach across the street,my family love it!"
United States
Michel
The price is HK$2,000
HK$5,534 total
includes taxes & fees
30 Jun - 1 Jul
Beautiful Bungalow with Pool and Bay Views!

Beachfront Paradise! Ground level with Heated pool

Beachfront Paradise! Ground level with Heated pool
Holmes Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great place. We loved it!!!!!"
United States
Jill T.
Beachfront Paradise! Ground level with Heated pool

NEW!~ Beach Front/Heated Pool! Coconuts 107

NEW!~ Beach Front/Heated Pool! Coconuts 107
Holmes Beach
10.0 out of 10, Exceptional, (2 reviews)
"We had an amazing 5 days enjoying waterfront access and gorgeous sunsets. The bed was very comfortable and the condo was spotless. It was very convenient to have 2 chair and umbrella. Although we didn't use the pool, it was great to have available. We didn't eat dinner in, but if you do you will need to bring or purchase seasonings, etc. Would definitely stay here again. "
United States
cheryl m.
The price is HK$5,144
HK$9,019 total
includes taxes & fees
9 Jul - 10 Jul
NEW!~ Beach Front/Heated Pool! Coconuts 107

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8
Casey Key
10.0 out of 10, Exceptional, (4 reviews)
"Had a very relaxing time. Nice short walk to the beach"
United States
Mitch K.
ADA Compliance - 1 Bedroom/1 Bath Villa (Ground Level) - Unit 8

Heated Pool and Spa • Outdoor Kitchen/Theater/Games

Heated Pool and Spa • Outdoor Kitchen/Theater/Games
South Bradenton
2.0 out of 10, (1 review)
"Where do I start. We arrived in the house to find there are not seven bedrooms, but six. The pool was not clean it had leaves and other items at the bottom as well as the hot tub had a used filter laying in it along with other debris and was cold. The hot tub took 24 hours to heat up. The house itself is very weird in the set up and the furniture inside. Looks like it was bought at a yard sale. The hot water on one side of the house did not work in one of the showers and one of the...
United States
William R.
The price is HK$3,182
HK$7,405 total
includes taxes & fees
9 Jul - 10 Jul
Heated Pool and Spa • Outdoor Kitchen/Theater/Games

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated
Sarasota
10.0 out of 10, Exceptional, (9 reviews)
"We enjoyed spending a week in this villa. It was cozy, very clean and perfect for our family. Great location... you can enjoy 3 different pools or the private beach aera. Looking forward to our next visit. "
United States
Beverly G.
The price is HK$2,548
HK$4,689 total
includes taxes & fees
11 Jul - 12 Jul
Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (34 reviews)
The price is HK$638
HK$2,078 total
includes taxes & fees
28 Jun - 29 Jun
[Beach Elements] pool view withprivate beach access

Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr

Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr
Siesta Key Village
10.0 out of 10, Exceptional, (6 reviews)
"Great location with plenty of space for a family 6 to be comfortable."
United States
Lauren P.
Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (45 reviews)
"Great unit—clean, well-equipped with everything we needed, including beach gear. Near a beautiful beach, great restaurants, and trolley. Owner was easy to work with. Looking forward to returning."
United States
Vicky C.
The price is HK$1,235
HK$3,327 total
includes taxes & fees
29 Jun - 30 Jun
Completely Remodeled- 150 Yards to Beach and Restaurants!

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
South Village
9.6 out of 10, Exceptional, (61 reviews)
"Great location to beach, pool, and restaurants."
United States
Anonymous traveller
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Longboat Key Hotel Reviews

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
434
Accommodation
8 Villas
Lowest Price
HK$2,078
Highest Price
HK$9,019

Frequently asked questions

Why book your villa in Longboat Key with Expedia?
We think planning a holiday should be hassle-free, so if you're on the lookout for villas at the right price, Expedia has your back. Stick to the budget and select an all-inclusive stay, or splurge on a high-end villa to spoil your favourite people. Our search filters make it simple to find an escape in Longboat Key that suits your needs.
How can I find cheap villas in Longboat Key?
Expedia can help you search for cheap villas in Longboat Key. Use our convenient filter tool to choose budget, star rating and amenities to refine your search and find the perfect stay in a matter of clicks.

Explore a world of travel with Expedia