A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Longboat Key villas

Terrace/patio

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, (50 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 NZ$837
includes taxes & fees
6 July - 7 July
AUTUMN SPECIAL!!! 2/2 BEAUTIFUL VILLA! 2 BR, 2 BA, Heated pool and Jacuzzi! WiFi
Property grounds

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 host was welcoming, and the amenities were great. We liked staying in that part of town."
United States
Perry W.
The price is NZ$568
includes taxes & fees
6 July - 7 July
Tranquil Tide Villa -Riverview w/pool on riverwalk, near AMI beach, pet friendly
Exterior

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 NZ$551
includes taxes & fees
6 July - 7 July
Sunswept Villa 4-riverwalk/park front w/ pool, near AMI beaches - pet friendly!
Outdoor dining

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)
"The villa, grounds, and the pool are very nice!"
United States
Dan M.
The price is NZ$694
includes taxes & fees
6 July - 7 July
Bright Spacious Villa with a Pool – 15 min from Siesta Beach #1 Beach in the USA
Outdoor dining

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 NZ$568
includes taxes & fees
15 July - 16 July
Salty Lime Villa 2-Riverview w/pool on riverwalk, near AMI beaches, pet friendly
Exterior

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 NZ$1,094
includes taxes & fees
6 July - 7 July
Anna Maria Island Bungalow with Pool! Across the street from Beach, near Pine Av
Property grounds

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
9.8 out of 10, Exceptional, (6 reviews)
"Great location. Very clean. Well appointed and organized."
United States
Robert V.
The price is NZ$548
includes taxes & fees
8 July - 9 July
For family fun or a romantic escape close to sarasota and the area"s beaches
Terrace/patio

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 NZ$837
includes taxes & fees
6 July - 7 July
BEAUTIFUL 2/2 VILLAS, KING BED, High speed Wi-Fi, Heated Pool and Jacuzzi!
Property grounds

Heated Pool • Sleeps 32 • Pickle/Bball • Theater

Heated Pool • Sleeps 32 • Pickle/Bball • Theater
Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Great spot to have for a team playing in IMG events."
United States
Adam D.
The price is NZ$1,626
includes taxes & fees
7 July - 8 July
Heated Pool • Sleeps 32 • Pickle/Bball • Theater
Exterior

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 NZ$495
includes taxes & fees
3 Aug - 4 Aug
Lakefront 2BR Bradenton Rental Near IMG & Beaches
Outdoor pool, a heated pool

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 NZ$1,815
includes taxes & fees
6 July - 7 July
Sea Glass Serenity, 3+2, Nokomis Beach, Heated Pool
Exterior

[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 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 NZ$560
includes taxes & fees
15 July - 16 July
[Beach Elements] pool view withprivate beach access
Exterior

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 NZ$2,210
includes taxes & fees
13 July - 14 July
Beachfront Paradise! Ground level with Heated pool
Exterior

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 NZ$2,004
includes taxes & fees
2 Aug - 3 Aug
NEW!~ Beach Front/Heated Pool! Coconuts 107
Outdoor dining

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

1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Casey Key
The price is NZ$697
includes taxes & fees
18 July - 19 July
1 Bedroom/1 Bath Villa (Ground Level) - Unit 11
Pool

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, (10 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 NZ$977
includes taxes & fees
11 July - 12 July
Tranquil villa with private beach, 2br/2ba 3 pools, complex on beach!! Renovated
Property grounds

2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A

2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Casey Key
10.0 out of 10, Exceptional, (1 review)
"Perfect getaway"
United States
Joseph K.
The price is NZ$925
includes taxes & fees
7 July - 8 July
2 Bedroom/2 Bath Villa (Ground Level) - Unit 4/A
Exterior

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 NZ$527
includes taxes & fees
17 July - 18 July
Drift Inn B, Heated Pool, Beach and Amenities, 2-3 min walk
Exterior

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)
"We loved our stay here! Beautiful space, very clean, so well equipped, great location. John has thought of every detail and was so easy to communicate with. We would love to return and would recommend to all. "
Canada
Joette B.
The price is NZ$802
includes taxes & fees
14 July - 15 July
Completely Remodeled- 150 Yards to Beach and Restaurants!
Interior

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.
The price is NZ$2,949
includes taxes & fees
30 July - 31 July
Siesta Key Village, Pool, Beach Access 4-min. Walk, 3bdr
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.
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Top Longboat Key Hotel Reviews

Step from the Beach.Renovated ground Floor unit 63

Step from the Beach.Renovated ground Floor unit 63

8/10 Good
"Only issue is that the towels were stained but everything else was amazing. Thank you very much for a memorable stay."
Gabrielle S. 2-night trip
Posted 23 hours ago
Step from the Beach.Renovated ground Floor unit 63

Find out more about Longboat Key

Longboat Key Villas information

Number of reviews
403
Accommodation
8 Villas
Lowest Price
NZ$495
Highest Price
NZ$2,949