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Our top choices for Longboat Key holiday homes

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, (62 reviews)
"Super beautiful beach and heated pool. So nice. My room had zero view but it was fine. You are there for beach. Not the room. It was clean. Pool was so clear and warm! Coffee pot, refrig and micro all good. Bed was comfy. No sink in apt except bathroom sink. Awkward. But fine. Sunrise to sunset . "
United States
Pamela
The price is HK$1,306
HK$2,684 total
includes taxes & fees
4 Mar - 5 Mar
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Massive Beach House, 6BR 8BA, Heated Pool, Pickleball, Hot tub, Gym, Sleeps 22

Massive Beach House, 6BR 8BA, Heated Pool, Pickleball, Hot tub, Gym, Sleeps 22
Palma Sola
10.0 out of 10, Exceptional, (61 reviews)
"Loved this big roomy house. 17 of us and didn’t feel crowded at all!! We enjoyed everything— the pool, theatre "
United States
Patti M.
The price is HK$7,238
HK$14,131 total
includes taxes & fees
9 Mar - 10 Mar
Massive Beach House, 6BR 8BA, Heated Pool, Pickleball, Hot tub, Gym, Sleeps 22

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

Boutique Waterfront Cottage • Pool & Putting Green • Near AMI Beaches • 2BR/2BA
Bradenton
10.0 out of 10, Exceptional, (12 reviews)
"This was a super cute house, the property was just as great. Everything was super clean and nice. We had a wonderful stay!"
United States
Christopher H.
The price is HK$1,023
HK$3,502 total
includes taxes & fees
27 Mar - 28 Mar
Boutique Waterfront Cottage • Pool & Putting Green • Near AMI Beaches • 2BR/2BA

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (60 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is HK$3,012
HK$4,899 total
includes taxes & fees
6 Mar - 7 Mar
Siesta Key Island Rentals

Sleeps 10 | Tropical 3BR Retreat w/ Heated Pool & Outdoor Living

Sleeps 10 | Tropical 3BR Retreat w/ Heated Pool & Outdoor Living
Bradenton
10.0 out of 10, Exceptional, (73 reviews)
"Absolutely love this place, nice and kind tucked away but two minutes from the beach, the pool and the outdoor grilling area made it totally worth it "
United States
Robert M.
The price is HK$2,574
HK$5,816 total
includes taxes & fees
11 Mar - 12 Mar
Sleeps 10 | Tropical 3BR Retreat w/ Heated Pool & Outdoor Living

Summer Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!

Summer Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!
Bradenton
9.8 out of 10, Exceptional, (45 reviews)
"Property was clean and the kitchen was well stocked with appliances! The kids loved the pool and AMI was a short drive and absolutely beautiful! Our family would definitely stay again in the furture!"
United States
Tiffany S.
The price is HK$3,050
HK$7,186 total
includes taxes & fees
4 Mar - 5 Mar
Summer Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!

Beautiful Blue Beach House Kids & Pets OK

Beautiful Blue Beach House Kids & Pets OK
Bradenton
9.8 out of 10, Exceptional, (37 reviews)
"The host was the best, I highly recommend this house. You will have everything you need to make your stay comfortable. "
United States
Miera G.
The price is HK$1,635
HK$5,247 total
includes taxes & fees
5 Mar - 6 Mar
Beautiful Blue Beach House Kids & Pets OK

2 Bed with Beach Supplies, Trailer Space, Walk to Beach, Near IMG Academy

2 Bed with Beach Supplies, Trailer Space, Walk to Beach, Near IMG Academy
Cortez
The price is HK$2,313
HK$4,660 total
includes taxes & fees
22 Mar - 23 Mar
2 Bed with Beach Supplies, Trailer Space, Walk to Beach, Near IMG Academy

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!
Sunny Shores
9.4 out of 10, Exceptional, (35 reviews)
"Excellent for a family trip."
United States
RHEA
The price is HK$1,223
HK$4,482 total
includes taxes & fees
16 Mar - 17 Mar
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
Siesta Key Village
9.0 out of 10, Wonderful, (13 reviews)
"Great location, clean, good communication. "
United States
Alexandra P.
The price is HK$3,598
HK$6,667 total
includes taxes & fees
12 Mar - 13 Mar
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!
Siesta Key Village
10.0 out of 10, Exceptional, (16 reviews)
"It was and clean. However, not if enough hot water heater for 2 to shower every day. "
United States
lori
The price is HK$7,593
HK$12,331 total
includes taxes & fees
8 Mar - 9 Mar
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Lulu's Key House Kemp Ridley 1/1 Downstairs

Lulu's Key House Kemp Ridley 1/1 Downstairs
3.5 star property
Siesta Key Village
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful place. Very clean, easy check-in, wonderful location"
United States
Christine
The price is HK$3,055
HK$5,690 total
includes taxes & fees
4 Mar - 5 Mar
Lulu's Key House Kemp Ridley 1/1 Downstairs

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
10.0 out of 10, Exceptional, (3 reviews)
"Great experience. House was in a great location and having a Dunkin walking distance was a plus. Definitely would recommend. Thank you A"
United States
pete t.
The price is HK$1,610
HK$4,175 total
includes taxes & fees
8 Mar - 9 Mar
Beachy Sarasota Duplex

The Hideaways at Point Pleasant (Palm Side)

The Hideaways at Point Pleasant (Palm Side)
Bradenton
10.0 out of 10, Exceptional, (170 reviews)
"perfect location and size for what we were looking for"
United States
michael w.
The price is HK$955
HK$1,951 total
includes taxes & fees
15 Mar - 16 Mar
The Hideaways at Point Pleasant (Palm Side)

Luxury House Walking Distance to Ocean - Sleeps 12

Luxury House Walking Distance to Ocean - Sleeps 12
Central Sarasota
10.0 out of 10, Exceptional, (13 reviews)
"Great place perfect location to the marina, and downtown area. Highly recommended thanks "
United States
Domingo B.
The price is HK$1,917
HK$3,982 total
includes taxes & fees
9 Mar - 10 Mar
Luxury House Walking Distance to Ocean - Sleeps 12

Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool

Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool
Siesta Key
8.8 out of 10, Excellent, (54 reviews)
"Great family trip at this rental property, close to very nice beaches and great pool and gazebo at unit too!"
United States
Betsy S.
The price is HK$3,227
HK$5,946 total
includes taxes & fees
10 Mar - 11 Mar
Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool

Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (150 reviews)
"Great place to stay, super convenient location. The neighborhood was super quiet day and night. The interior is spacious, more than enough room for a family and more. The pool was one of the cleanest pools I’ve been in on a vacation stay, great job to whomever maintains it. Our favorite part of the house is the exterior, the pool area and the dock. Overall super happy choosing this house, we would choose it again."
United States
Tom K.
The price is HK$3,520
HK$6,202 total
includes taxes & fees
25 Mar - 26 Mar
Cottage on the canal

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
Anna Maria
9.8 out of 10, Exceptional, (14 reviews)
"Really nice cottages, and mgt on-site and super responsive and helpful!"
United States
Jerry A.
The price is HK$3,327
HK$6,979 total
includes taxes & fees
9 Mar - 10 Mar
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill

Downtown Escape! All new! Cute Villa in Sarasota!

Downtown Escape! All new! Cute Villa in Sarasota!
Central Sarasota
8.8 out of 10, Excellent, (16 reviews)
"Good, close everything, quiet area"
United States
Paola C.
The price is HK$2,574
HK$4,107 total
includes taxes & fees
10 Mar - 11 Mar
Downtown Escape! All new! Cute Villa in Sarasota!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!

Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
Sabal Harbour
9.8 out of 10, Exceptional, (27 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is HK$1,316
HK$3,071 total
includes taxes & fees
4 Mar - 5 Mar
Enjoy Coastal Townhome w/ sunset views! Near The Gulf’s most popular beaches!
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

Find out more about Longboat Key

Longboat Key Vacation Homes information

Number of reviews
832
Accommodation
164 Vacation Homes
Lowest Price
HK$1,951
Highest Price
HK$14,131

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