Holiday Homes in Longboat Key

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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)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
United States
Michelle M.
The price is NZ$614
includes taxes & fees
16 Apr - 17 Apr
Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Sleeps 10 | Tropical 3BR Retreat w/ Heated Pool, Outdoor Kitchen, and Fire Pit

Sleeps 10 | Tropical 3BR Retreat w/ Heated Pool, Outdoor Kitchen, and Fire Pit
Bradenton
10.0 out of 10, Exceptional, (75 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 NZ$1,348
includes taxes & fees
29 Mar - 30 Mar
Sleeps 10 | Tropical 3BR Retreat w/ Heated Pool, Outdoor Kitchen, and Fire Pit

Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach

Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach
Bradenton Beach
10.0 out of 10, Exceptional, (12 reviews)
"Good location ,gorgeous house."
United States
Sabah N.
The price is NZ$3,733
includes taxes & fees
13 Apr - 14 Apr
Luxury 7BR|Gulf & Bay Views +1 min Walk to Beach

Siesta Key Island Rentals

Siesta Key Island Rentals
3.0 star property
Siesta Key
9.6 out of 10, Exceptional, (64 reviews)
"We had a wonderful time-perfect location to beach and village. Was nice to come back to a very comfortable and relaxing home. Definitely recommend-5 stars! "
United States
Laura
The price is NZ$887
includes taxes & fees
26 Mar - 27 Mar
Siesta Key Island Rentals

Charming 2-bedroom townhome with water view and resort style pool

Charming 2-bedroom townhome with water view and resort style pool
Sabal Harbour
10.0 out of 10, Exceptional, (13 reviews)
"Enjoyed our stay - townhouse was perfect for our needs - visiting relatives for Thanksgiving. It was very clean - beds were comfortable and the bathrooms were spotless. We didn’t do any cooking but the kitchen looked well stocked."
United States
Christine F.
The price is NZ$430
includes taxes & fees
29 Mar - 30 Mar
Charming 2-bedroom townhome with water view and resort style pool

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)
"Great spot, lovely back yard and pool, so relaxing we loved it."
United States
Cadence
The price is NZ$1,084
includes taxes & fees
12 Apr - 13 Apr
Boutique Waterfront Cottage • Pool & Putting Green • Near AMI Beaches • 2BR/2BA

Cottage on the canal

Cottage on the canal
Bradenton
10.0 out of 10, Exceptional, (152 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 NZ$1,023
includes taxes & fees
26 Mar - 27 Mar
Cottage on the canal

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 NZ$1,138
includes taxes & fees
21 Apr - 22 Apr
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ

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)
"Wonderful beach house with a great layout, family friendly, clean rooms and great communication with the staff! Spacious kitchen with a great view of the pool and hot tub! "
United States
Mary
The price is NZ$3,020
includes taxes & fees
11 Apr - 12 Apr
Massive Beach House, 6BR 8BA, Heated Pool, Pickleball, Hot tub, Gym, Sleeps 22

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, (17 reviews)
"Great location, very nice apartment. Would stay there again for sure"
United States
Jeff T.
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Siesta Heron Suites & Villas

Siesta Heron Suites & Villas
3.5 star property
Siesta Key
8.4 out of 10, Very good, (41 reviews)
"Clean rooms, convenient location, nice property and amenities. Simple check-in and check-out"
United States
Christopher Robert
The price is NZ$831
includes taxes & fees
19 Apr - 20 Apr
Siesta Heron Suites & Villas

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly
Siesta Key Village
9.8 out of 10, Exceptional, (77 reviews)
"This house was clean and in a perfect location within walking distance to the beach and the village. Perfect size for our family of 5 for a 2 night stay in November."
United States
Patrick G.
Private Heated Pool, Steps to Siesta Key Village/Beach, Family/Pet Friendly

Paradise Cove -- A perfect Beach Getaway

Paradise Cove -- A perfect Beach Getaway
Bradenton
10.0 out of 10, Exceptional, (141 reviews)
"Great property, wonderful and responsive host"
United States
Erik H.
The price is NZ$872
includes taxes & fees
19 Apr - 20 Apr
Paradise Cove -- A perfect Beach Getaway

"Manatee" 3 miles to Anna Marie<br>

"Manatee" 3 miles to Anna Marie<br>
Bradenton
9.8 out of 10, Exceptional, (18 reviews)
"Great location - near the beach and IMG Academy. Quiet street. Ease of check in/out. Pool Was very relaxing. "
United States
Janine
The price is NZ$672
includes taxes & fees
5 Apr - 6 Apr
"Manatee" 3 miles to Anna Marie<br>

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG

Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG
South Bradenton
The price is NZ$918
includes taxes & fees
19 Apr - 20 Apr
Sleeps 10 - Pool w/ Slide - Games - 6 Min to IMG

Beautiful Lake view Home - Close the White Beaches - Florida Gulf Coast

Beautiful Lake view Home - Close the White Beaches - Florida Gulf Coast
Bradenton
10.0 out of 10, Exceptional, (25 reviews)
"Beautiful and comfortable property just as described! Everything you could possibly need is in the house. "
United States
Sharon G.
Beautiful Lake view Home - Close the White Beaches - Florida Gulf Coast

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, (80 reviews)
"great stay, nice neighborhood, no complaints "
United States
Adam A.
Large pool/spa home minutes from beach with arcade games and canal for fishing.

Luxury House Walking Distance to Ocean - Sleeps 12

Luxury House Walking Distance to Ocean - Sleeps 12
Central Sarasota
9.8 out of 10, Exceptional, (15 reviews)
"Great place perfect location to the marina, and downtown area. Highly recommended thanks "
United States
Domingo B.
The price is NZ$897
includes taxes & fees
30 Mar - 31 Mar
Luxury House Walking Distance to Ocean - Sleeps 12

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, (46 reviews)
"Owner was responsive and helpful with early check in and about the heating the pool! Great location, quiet neighborhood but close to a lot of things too. Overall it was a great stay!"
United States
Annie C.
Summer Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!

Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille

Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille
Nokomis
10.0 out of 10, Exceptional, (42 reviews)
"Great location and very clean inside. "
United States
Gary C.
The price is NZ$1,054
includes taxes & fees
26 Mar - 27 Mar
Walk to Beach. Beautifully Renovated 3BR, 2BA Home w/Outdoor Shower & Grille
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 Holiday Homes information

Number of reviews
832
Accommodation
163 Holiday Homes
Lowest Price
NZ$430
Highest Price
NZ$3,733

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