Holiday Homes in Longboat Key

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Our top choices for Longboat Key holiday homes

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 €302
includes taxes & fees
4 Mar - 5 Mar
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
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 €1,539
includes taxes & fees
9 Mar - 10 Mar
Massive Beach House, 6BR 8BA, Heated Pool, Pickleball, Hot tub, Gym, Sleeps 22
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 €415
includes taxes & fees
11 Mar - 12 Mar
Boutique Waterfront Cottage • Pool & Putting Green • Near AMI Beaches • 2BR/2BA

Holiday Home in Siesta Key

Siesta Key Island Rentals
3.0 star property
9.6 out of 10, Exceptional, (60 reviews)
"Wonderful stay,Great owners,Fun times"
United States
Cornelia
The price is €469
includes taxes & fees
2 Mar - 3 Mar
Siesta Key Island Rentals
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 €508
includes taxes & fees
2 Mar - 3 Mar
Sleeps 10 | Tropical 3BR Retreat w/ Heated Pool & Outdoor Living
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 €769
includes taxes & fees
2 Mar - 3 Mar
Winter Special! !Only 4 miles to AMI! Huge Pool! NEW Hot Tub!
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 €569
includes taxes & fees
5 Mar - 6 Mar
Beautiful Blue Beach House Kids & Pets OK
The price is €441
includes taxes & fees
9 Mar - 10 Mar
2 Bed with Beach Supplies, Trailer Space, Walk to Beach, Near IMG Academy
9.4 out of 10, Exceptional, (35 reviews)
"Excellent for a family trip."
United States
RHEA
The price is €488
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!
9.0 out of 10, Wonderful, (13 reviews)
"Great location, clean, good communication. "
United States
Alexandra P.
The price is €724
includes taxes & fees
12 Mar - 13 Mar
Sleeps 8 • Steps to Siesta Key Beach • Pool • BBQ
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 €1,353
includes taxes & fees
8 Mar - 9 Mar
Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach!

Holiday Home in Siesta Key Village

Lulu's Key House Kemp Ridley 1/1 Downstairs
3.5 star property
10.0 out of 10, Exceptional, (4 reviews)
"Absolutely beautiful place. Very clean, easy check-in, wonderful location"
United States
Christine
The price is €616
includes taxes & fees
4 Mar - 5 Mar
Lulu's Key House Kemp Ridley 1/1 Downstairs

Holiday Home in Sarasota

Beachy Sarasota Duplex
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 €456
includes taxes & fees
8 Mar - 9 Mar
Beachy Sarasota Duplex
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 €218
includes taxes & fees
3 Mar - 4 Mar
The Hideaways at Point Pleasant (Palm Side)
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 €439
includes taxes & fees
9 Mar - 10 Mar
Luxury House Walking Distance to Ocean - Sleeps 12
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 €548
includes taxes & fees
2 Mar - 3 Mar
Lakefront Siesta Key Vacation Rental Home within Small Private Resort W/ Pool

Holiday Home in Bradenton

Cottage on the canal
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 €676
includes taxes & fees
15 Mar - 16 Mar
Cottage on the canal
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 €763
includes taxes & fees
9 Mar - 10 Mar
Adorable Updated Cottage steps to the beach with pool, beach gear, bikes & grill
8.8 out of 10, Excellent, (16 reviews)
"Good, close everything, quiet area"
United States
Paola C.
The price is €441
includes taxes & fees
10 Mar - 11 Mar
Downtown Escape! All new! Cute Villa in Sarasota!
9.8 out of 10, Exceptional, (27 reviews)
"Everything was great!"
United States
Lisa and Colin M.
The price is €387
includes taxes & fees
10 Mar - 11 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 Holiday Homes information

Number of reviews
830
Accommodation
164 Holiday Homes
Lowest Price
€218
Highest Price
€1,539