Sarasota Skyline At Sunrise

Search Vacation Homes in Longboat Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Longboat Key vacation homes

On the beach, beach umbrellas

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (63 reviews)
"We had the most wonderful stay despite the cold temps for most it! The staff at our location are above and beyond to make sure you have everything you need! Highly recommend!"
United States
Sahra S.
The price is AED 577
AED 1,242 total
includes taxes & fees
19 Jul - 20 Jul
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Fridge, microwave, oven, stovetop

Casa Esquina – St. Pete | Near Beaches & Downtown

Casa Esquina – St. Pete | Near Beaches & Downtown
Greater Pinellas Point
The price is AED 441
AED 1,249 total
includes taxes & fees
5 Jul - 6 Jul
Casa Esquina – St. Pete | Near Beaches & Downtown
Property grounds

Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (159 reviews)
"Clean and very nice. Would stay here again."
United States
Robert J.
The price is AED 1,098
AED 2,208 total
includes taxes & fees
29 Jun - 30 Jun
Cottage on the canal
5365 Calle Florida, Siesta Key, FL W/Pool | Private kitchen

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (69 reviews)
"Excellent location , minute walk to local bars and supermarket. Right across from beautiful siesta key beach."
United States
Alessandra
The price is AED 457
AED 1,290 total
includes taxes & fees
24 Jun - 25 Jun
Siesta Key Island Rentals
Beach

Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway
Bradenton
10.0 out of 10, Exceptional, (149 reviews)
"Great property, wonderful and responsive host"
United States
Erik H.
The price is AED 721
AED 1,707 total
includes taxes & fees
23 Jun - 24 Jun
Paradise Cove -- A perfect Beach Getaway
Terrace/patio

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet

1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Bradenton
9.4 out of 10, Exceptional, (80 reviews)
"It was very clean, appreciated that. "
United States
Juanita D.
The price is AED 407
AED 678 total
includes taxes & fees
28 Jun - 29 Jun
1Bedroom✔1Bathroom✔ Livingroom✔ Beach Get Away✔ Pool access✔ Quiet
Beach nearby

ChristianBNB For Teams Groups & Leaders •Sleeps 14

ChristianBNB For Teams Groups & Leaders •Sleeps 14
Sarasota Springs
The price is AED 1,432
AED 2,880 total
includes taxes & fees
23 Jun - 24 Jun
ChristianBNB For Teams Groups & Leaders •Sleeps 14
Outdoor pool, a heated pool

"Stingray" 3 miles to Anna Marie

"Stingray" 3 miles to Anna Marie
Bradenton
9.6 out of 10, Exceptional, (35 reviews)
"Property was great and location was ideal for our weekend getaway"
United States
Agnieszka
The price is AED 698
AED 1,346 total
includes taxes & fees
25 Jun - 26 Jun
"Stingray" 3 miles to Anna Marie
Exterior

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (176 reviews)
"Great downtown location! We enjoyed our stay!"
United States
Diane M.
The price is AED 440
AED 1,154 total
includes taxes & fees
25 Jun - 26 Jun
The Hideaways at Point Pleasant (Palm Side)
Beach nearby

Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!

Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location. Nice size for our family of 4. Check in, cleanliness, comfort - all great!"
United States
Emily C.
The price is AED 2,137
AED 4,124 total
includes taxes & fees
29 Jun - 30 Jun
Plumbago | Prime Location in Siesta Key Village w/ Heated Pool, Walk to Beach!
Outdoor dining

Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼

Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
Palma Sola
9.6 out of 10, Exceptional, (143 reviews)
"Perfect place. Great location, many restaurants , shopping close by. House is comfortable, plenty of room inside and out. Great pool. "
United States
David M.
Private Heated Pool Home on the bayou leading to the Gulf of Mexico☼
Fridge, microwave, oven, stovetop

Large pool/spa home minutes from beach with arcade games and canal for fishing.

Large pool/spa home minutes from beach with arcade games and canal for fishing.
Palma Sola
9.4 out of 10, Exceptional, (82 reviews)
"We had a wonderful time at this home! It was spacious and clean and lovely. "
United States
Stephanie P.
The price is AED 959
AED 2,478 total
includes taxes & fees
6 Jul - 7 Jul
Large pool/spa home minutes from beach with arcade games and canal for fishing.
Beach towels

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA

Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Bradenton
10.0 out of 10, Exceptional, (14 reviews)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is AED 601
AED 1,821 total
includes taxes & fees
30 Jun - 1 Jul
Waterfront Cottage • Pool • Putting Green • PingPong •Near AMI Beaches • 2BR/2BA
Shower, hair dryer, towels

Lakeview Bradenton Rental Near Beaches & IMG

Lakeview Bradenton Rental Near Beaches & IMG
South Bradenton
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and comfortable. "
United States
Dee F.
The price is AED 517
AED 1,065 total
includes taxes & fees
21 Jul - 22 Jul
Lakeview Bradenton Rental Near Beaches & IMG
Beach nearby

Tropical Oasis w/ Pool, Fire Pit, Outdoor Kitchen & Balcony

Tropical Oasis w/ Pool, Fire Pit, Outdoor Kitchen & Balcony
Bradenton
10.0 out of 10, Exceptional, (81 reviews)
"Great property and very attentive hosts ! My crew had a great time and hope to book again soon."
United States
ON313 J.
The price is AED 1,334
AED 2,994 total
includes taxes & fees
5 Jul - 6 Jul
Tropical Oasis w/ Pool, Fire Pit, Outdoor Kitchen & Balcony
Terrace/patio

The Hideaways at Point Pleasant (Pine Side)

The Hideaways at Point Pleasant (Pine Side)
Bradenton
9.8 out of 10, Exceptional, (177 reviews)
"We had a wonderful two day stay and we would select it again when we go to Bradenton. The sounding neighbor is quiet and attractive. The unit was very clean - great kitchen, living room, bedroom and bathroom. "
United States
Edward M.
The price is AED 440
AED 1,157 total
includes taxes & fees
28 Jun - 29 Jun
The Hideaways at Point Pleasant (Pine Side)
Sun loungers

"Manatee" 3 miles to Anna Marie<br>

"Manatee" 3 miles to Anna Marie<br>
Bradenton
9.8 out of 10, Exceptional, (18 reviews)
"Everything was great!!"
United States
Jean S.
The price is AED 698
AED 1,434 total
includes taxes & fees
30 Jun - 1 Jul
"Manatee" 3 miles to Anna Marie<br>
Exterior

AMI Dock of the Bay - "Over the Water" 2nd Floor - WiFi, Dog-friendly

AMI Dock of the Bay - "Over the Water" 2nd Floor - WiFi, Dog-friendly
Bradenton Beach
9.8 out of 10, Exceptional, (121 reviews)
"An absolutely fantastic vacation from start to finish! Everything exceeded our expectations—the location was beautiful, accommodations were clean and comfortable, and the overall experience was seamless and relaxing. We loved the little details that made the trip special, and it was the perfect balance of fun and downtime. Would highly recommend and would happily return!"
United States
Jess
The price is AED 2,384
AED 3,812 total
includes taxes & fees
5 Jul - 6 Jul
AMI Dock of the Bay - "Over the Water" 2nd Floor - WiFi, Dog-friendly
Fridge, microwave, oven, stovetop

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota

Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
Sarasota
9.8 out of 10, Exceptional, (7 reviews)
"We stayed during a soccer tournament down in Bradenton/ Sarasota area. Best place to stay super clean and very peaceful."
United States
Jessica
The price is AED 470
AED 1,290 total
includes taxes & fees
23 Jun - 24 Jun
Resort-Style 2-Bedroom Townhome with Pool, WiFi, and AC in Sarasota
Outdoor dining

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access

LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
Sunny Shores
9.6 out of 10, Exceptional, (41 reviews)
"The property exceptionally clean."
United States
David R.
The price is AED 470
AED 1,968 total
includes taxes & fees
11 Jul - 12 Jul
LAST MINUTE DEAL, Charming Elevated Duplex – Relaxing Beach Getaway Near Anna Maria Island- Bay access
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longboat Key Hotel Reviews

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Nice clean updated room on 5th floor. Staff very helpful and responsive. Housekeeping daily and turn down services if you allow. The restaurant food and wine very good ordered alacart. Buffet Ok on Sat. Pool and beach areas are excellent. No problem finding a lounge location around the pool or at the beautiful beach ( just steps to the beach and gulf water). Umbrella beach service Ok. Lounges come with room. The umbrellas are extra. We had two very good service days. On one day the beach umbrella guys were on their phone and forgetful. Nice clean towels and pool side bar and food service available. Easy daily shuttle service to St. Armand’s shopping area. Very relaxing stay. Comfortable and safe."
Kay 7-night trip
Posted 5 hours ago
Zota Beach Resort