Sarasota Skyline At Sunrise

Search Longboat Key Villa Rentals from CA $124

  • 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

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

SPRING 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 CA $146
CA $630 total
includes taxes & fees
Jun 25 - Jun 26
SPRING SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi

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 CA $214
CA $451 total
includes taxes & fees
Jun 21 - Jun 22
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!

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 CA $221
CA $460 total
includes taxes & fees
Jun 21 - Jun 22
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 CA $206
CA $554 total
includes taxes & fees
Jun 25 - Jun 26
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA

Beautiful Bungalow with Pool and Bay Views!

Beautiful Bungalow with Pool and Bay Views!
Anna Maria
9.6 out of 10, Exceptional, (43 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 CA $386
CA $1,044 total
includes taxes & fees
Jun 21 - Jun 22
Beautiful Bungalow with Pool and Bay Views!

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 CA $212
CA $405 total
includes taxes & fees
Jun 25 - Jun 26
For family fun or a romantic escape close to sarasota and the area"s beaches

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 CA $459
CA $1,492 total
includes taxes & fees
Jul 6 - Jul 7
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, (25 reviews)
"Great host, clean facilities, adequately equipped kitchen, great escape back yard, close to river walk with views of mile wide Manatee River. "
United States
William B.
The price is CA $225
CA $466 total
includes taxes & fees
Jul 6 - Jul 7
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly

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 CA $205
CA $418 total
includes taxes & fees
Jul 14 - Jul 15
Lakefront 2BR Bradenton Rental Near IMG & Beaches

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 CA $153
CA $644 total
includes taxes & fees
Jul 2 - Jul 3
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!

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

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is CA $363
CA $516 total
includes taxes & fees
Jun 28 - Jun 29
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11

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.
The price is CA $927
CA $1,779 total
includes taxes & fees
Jul 12 - Jul 13
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, (1 review)
"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 CA $927
CA $1,626 total
includes taxes & fees
Jul 7 - Jul 8
NEW!~ Beach Front/Heated Pool! Coconuts 107

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

[Beach Elements] pool view withprivate beach access

[Beach Elements] pool view withprivate beach access
Siesta Key
9.6 out of 10, Exceptional, (33 reviews)
"The space was clean and well-equipped, and the host was easily reachable and responded quickly when I asked a question. The private beach access was nice. I would stay here again. "
United States
Natalie M.
The price is CA $128
CA $398 total
includes taxes & fees
Jun 23 - Jun 24
[Beach Elements] pool view withprivate beach access

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 CA $510
CA $910 total
includes taxes & fees
Jul 11 - Jul 12
Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated

Completely Remodeled- 150 Yards to Beach and Restaurants!

Completely Remodeled- 150 Yards to Beach and Restaurants!
South Village
10.0 out of 10, Exceptional, (44 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 CA $223
CA $608 total
includes taxes & fees
Jun 24 - Jun 25
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
The price is CA $140
CA $430 total
includes taxes & fees
Jun 25 - Jun 26
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Anna Maria
9.2 out of 10, Wonderful, (62 reviews)
"The pool was very nice. The beach is really not a beach, there is really no place to sit on the sand. Nice view and conveniently located. The bedroom is very small but clean. Overall nice place to stay! "
United States
Todd
The price is CA $349
CA $961 total
includes taxes & fees
Jun 23 - Jun 24
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining

Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
Anna Maria
9.6 out of 10, Exceptional, (77 reviews)
"Great location - great size for hosting our grown kids. Thank you "
United States
Christina F.
The price is CA $446
CA $1,236 total
includes taxes & fees
Jun 22 - Jun 23
Bayside Retreat with Pool and Bay Views! Near Beaches, Shops, and Dining
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
15,369
Accommodation
9 Villas
Lowest Price
CA $124
Highest Price
CA $1,606

Frequently asked questions

Why book your villa in Longboat Key with Expedia?
We think planning a vacation 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 favorite 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