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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$1,353
HK$2,763 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$7,240
HK$14,189 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$3,503 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$2,537
HK$4,336 total
includes taxes & fees
2 Mar - 3 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$1,682
HK$4,655 total
includes taxes & fees
2 Mar - 3 Mar
Sleeps 10 | Tropical 3BR Retreat w/ Heated Pool & Outdoor Living

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

Winter Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!
Bradenton
9.8 out of 10, Exceptional, (45 reviews)
"We needed a relaxing retreat from a very busy summer of work. This place was perfect! It was in an excellent location, the house was clean, the pool and hot tub were AMAZING and the communication with our host was super easy!! I would highly recommend this little piece of paradise, you will not be disappointed! We would definitely stay here again!"
United States
Leslie A.
The price is HK$2,957
HK$6,861 total
includes taxes & fees
2 Mar - 3 Mar
Winter Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!

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!

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$5,248 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$1,948
HK$4,171 total
includes taxes & fees
11 Mar - 12 Mar
2 Bed with Beach Supplies, Trailer Space, Walk to Beach, Near IMG Academy

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$3,599
HK$6,669 total
includes taxes & fees
12 Mar - 13 Mar
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

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$1,224
HK$4,405 total
includes taxes & fees
2 Mar - 3 Mar
LAST MINUTE DEAL, Charming 2 Bed/2 Bath, FREE WiFi, Anna Maria Island Is Just Around The Corner or Stroll to Bay!

Sunny Nokomis Getaway•Private Pool•Backyard Oasis

Sunny Nokomis Getaway•Private Pool•Backyard Oasis
Nokomis
The price is HK$2,324
HK$4,444 total
includes taxes & fees
2 Mar - 3 Mar
Sunny Nokomis Getaway•Private Pool•Backyard Oasis

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$3,056
HK$5,692 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$1,583
HK$4,199 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$938
HK$1,933 total
includes taxes & fees
2 Mar - 3 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, (12 reviews)
"Great place perfect location to the marina, and downtown area. Highly recommended thanks "
United States
Domingo B.
The price is HK$1,995
HK$4,131 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$2,535
HK$5,039 total
includes taxes & fees
2 Mar - 3 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, (149 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$3,168
HK$5,758 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$4,076 total
includes taxes & fees
10 Mar - 11 Mar
Downtown Escape! All new! Cute Villa in Sarasota!
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
803
Accommodation
164 Vacation Homes
Lowest Price
HK$1,933
Highest Price
HK$14,189

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