237 Results
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Condos
Cottages
Estates
Homes
Townhomes
Villas
Barns
Boats
Bungalows
Cabins
Castles
Chalets
Farmhouses
Hotels
Lodges
Studios
Yachts

Booking Options

Location Type

Even More Filters

Features

Managed By

237 Results
Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Siesta Key Vacation Rentals with hot tub(237)

237 Results
$4,200 - $6,400
per month
30 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
(28)
$180 - $220
per night
3 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 5
3 - 7 night min stay
(20)
$3,745 - $4,970
per week
7 - 30 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 - 30 night min stay
(14)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 night min stay
(55)
$209 - $229
per night
1 - 3 night min stay
  • 3 BR,
  • 3 BA,
  • Sleeps 10
1 - 3 night min stay
(14)
$900 - $1,480
per week
14 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
14 night min stay
(3)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 - 30 night min stay
(9)
$750 - $1,495
per week
2 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(48)
$2,500 - $5,000
per month
30 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
30 night min stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 4 night min stay
(40)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
2 Reviews
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 3 night min stay
(24)
$193 - $207
per night
4 - 7 night min stay
  • 4 BR,
  • 2 BA,
  • Sleeps 9
4 - 7 night min stay
(19)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 3 night min stay
(92)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
28 night min stay
(19)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
14 night min stay
(18)
$795 - $1,595
per week
4 - 7 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night min stay
(15)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
7 night min stay
(20)
$595 - $1,295
per week
2 - 3 night min stay
  • 2 BR,
  • 2 BA,
  • Sleeps 4
2 - 3 night min stay
(6)
$17,250 - $19,500
per month
30 night min stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
30 night min stay
(14)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
7 night min stay
(13)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
28 night min stay
(8)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 31 night min stay
(29)
$3,800 - $4,400
per week
7 night min stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 9
7 night min stay
(7)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
3 - 7 night min stay
(37)
  • 4 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
7 night min stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
7 - 14 night min stay
(27)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night min stay
(24)
  • 7 BR,
  • 5 BA,
  • Sleeps 16
2 - 7 night min stay
(7)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night min stay
(4)
 View map Map
Advertisement
 

Recent Siesta Key Reviews

We found our happy place!

5 of 5
My husband and I sold our house ,rented a house and built our new house all in a matter of six months.Needless to say we were a little stressed out and really needed a vacation to re group! But I'm hesitant to write this review because i don't everyone else to know what a awesome place it is (we will never be able to get a booking again) I call Siesta Key my happy place! The location is perfect,one block from the village and two blocks from the beach.We either walked or road bikes ,never using our car.The weather was perfect ,we would pack a lunch and go to the beach everyday .At night we would go back to the beach to watch the most amazing sunsets. What is so great about this place is you could choose either to grill and play cards by the pool at night or go into the village for dinner and listen to a band. The villa was well stocked and we had everything we needed for a comfortable stay, We defiantly would come back. We stayed for two weeks and wished we could have stayed longer, we love ,love, love, Siesta Keys!
  • Submitted: May 19, 2015
  • Stayed: Feb 2015

Perfect location for a Siesta Key beach vacation

5 of 5
The "big orange house" was the perfect setting for a girls week in lovely Siesta Key. The location could not have been more ideal - a short stroll into the village for coffee, shops, restaurants, farmers market, etc. The beach access is close as well - we counted steps at less than 900 (we were tracking using FitBits). The house provided everything we needed - linens, beach chairs, wagon (essential for pulling everything to the beach every day), cooler, and lots of space! We had 6 adults and fit fine into the 3 bedrooms, finding that 2.5 bathrooms was perfect. Laundry in the unit and a modern kitchen were super helpful and made it easy to settle in for the week. Arrival and departure instructions were clear and parking was easy - a true find in the village of Siesta Key:) We will DEFINITELY be back to stay in the orange house.
  • Submitted: May 17, 2015
  • Stayed: May 2015

Pretty Much Perfect!

5 of 5
A wonderful location with views of the pool, lots of palm trees and the gulf. Very comfortable furnishings, immaculately clean, and a short 3-minute walk to the beach. The screened in patio is a real treat! Couldn't have asked for a better place to stay on our first vacation to Siesta Key. Best breakfast and lunch in the village is Sun Garden. And right next door is the best dinner at "Eat Here." Yes, that's its name! Both have great menus, good value and superb service. Neither are on the beach, but don't let that stop you from giving them a try. Both get an A+ in our book!
  • Submitted: May 4, 2015
  • Stayed: Apr 2015