Cottage
10.0(348 Reviews)
1 Bedroom
2 Guests
Parking
Ocean View
Balcony/Terrace
View
AU $480/Night
7 Nights - AU $3,357
Siesta Key Villa Rentals
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Compare Villas, Resorts, & Rentals in Siesta Key
10.0
House
10.0(9 Reviews)
3 Bedrooms
10 Guests
Oceanfront- Parking
Pool- Ocean View
AU $2,536/Night
7 Nights - AU $17,755
Cottage
10.0(210 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Balcony/Terrace
- View
AU $709/Night
7 Nights - AU $4,962
Condo
10.0(221 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $362/Night
7 Nights - AU $2,536
House
10.0(8 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
Kitchen
Internet
AU $435/Night
7 Nights - AU $3,045
Condo
10.0(200 Reviews)
2 Bedrooms
6 Guests
Private Pool- Oceanfront
- Parking
- Pool
AU $320/Night
7 Nights - AU $2,241
Condo
10.0(178 Reviews)
2 Bedrooms
5 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $356/Night
7 Nights - AU $2,490
Condo
10.0(172 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $362/Night
7 Nights - AU $2,535
Apartment
10.0(168 Reviews)
2 Bedrooms
5 Guests
- Private Pool
- Oceanfront
Hot Tub- Parking
AU $461/Night
7 Nights - AU $3,229
Luxury Places to Stay in Siesta Key
Over 5940+ Luxury Places to Stay in or Near Siesta Key
House
3 Bedrooms
6 Guests
Air Conditioner- Internet
Child Friendly
Laundry
Unlock the Best Price
AU $10,033/Night
7 Nights - AU $70,229
AU $9,267/Night
7 Nights - AU $64,867
House
5 Bedrooms
18 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $8,708/Night
7 Nights - AU $60,958
House
15 Bedrooms
41 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $8,306/Night
7 Nights - AU $58,145
House
10.0(1 Review)
8 Bedrooms
28 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $8,232/Night
7 Nights - AU $57,625
House
14 Bedrooms
38 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $8,016/Night
7 Nights - AU $56,113
House
10.0(3 Reviews)
7 Bedrooms
20 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $7,832/Night
7 Nights - AU $54,821
AU $7,784/Night
7 Nights - AU $54,487
Top-Rated Villas with a Pool in Siesta Key
Over 4467+ Top-Rated Private Villas with a Pool in or Near Siesta Key
Condo
10.0(157 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $615/Night
7 Nights - AU $4,308
Condo
10.0(144 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $544/Night
7 Nights - AU $3,805
House
10.0(136 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $1,034/Night
7 Nights - AU $7,242
Condo
10.0(135 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $1,156/Night
7 Nights - AU $8,092
House
10.0(123 Reviews)
3 Bedrooms
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $817/Night
7 Nights - AU $5,719
Condo
10.0(123 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $626/Night
7 Nights - AU $4,384
Condo
10.0(122 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $360/Night
7 Nights - AU $2,519
House
10.0(121 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
AU $1,979/Night
7 Nights - AU $13,854
Condo
10.0(118 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $619/Night
7 Nights - AU $4,332
Pet-Friendly Villas in Siesta Key
Over 1058+ Pet-Friendly Private Villas in or Near Siesta Key
House
10.0(77 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
AU $723/Night
7 Nights - AU $5,063
House
10.0(4 Reviews)
2 Bedrooms
5 Guests
- Parking
- Balcony/Terrace
- View
- Air Conditioner
AU $791/Night
7 Nights - AU $5,535
AU $1,217/Night
7 Nights - AU $8,519
House
10.0(46 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $923/Night
7 Nights - AU $6,463
AU $1,450/Night
7 Nights - AU $10,147
House
10.0(38 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $920/Night
7 Nights - AU $6,437
Condo
10.0(35 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $447/Night
7 Nights - AU $3,130
House
10.0(33 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $409/Night
7 Nights - AU $2,865
Cottage
10.0(27 Reviews)
1 Bedroom
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $480/Night
7 Nights - AU $3,357
Large Private Villas in Siesta Key
Over 1168+ Large Villas in or Near Siesta Key for Groups and Families
Villa
10.0(51 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $353/Night
7 Nights - AU $2,473
Apartment
10.0(4 Reviews)
8 Bedrooms
22 Guests
- Parking
- Pool
- View
- Internet
AU $1,043/Night
7 Nights - AU $7,299
Villa
10.0(46 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $355/Night
7 Nights - AU $2,483
AU $377/Night
7 Nights - AU $2,642
Villa
10.0(25 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $533/Night
7 Nights - AU $3,732
Villa
10.0(20 Reviews)
1 Bedroom
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $516/Night
7 Nights - AU $3,612
Villa
10.0(16 Reviews)
2 Bedrooms
5 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $681/Night
7 Nights - AU $4,769
Villa
10.0(16 Reviews)
1 Bedroom
4 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
AU $341/Night
7 Nights - AU $2,387
Wheelchair Accessible Holiday Homes in Siesta Key
Over 1857+ Wheelchair Accessible Villas and Holiday Homes in or Near Siesta Key
Condo
10.0(117 Reviews)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Ocean View
AU $819/Night
7 Nights - AU $5,732
Apartment
10.0(1 Review)
4 Bedrooms
13 Guests
Breakfast- Parking
- Pool
- View
AU $4,097/Night
7 Nights - AU $28,681
AU $565/Night
7 Nights - AU $3,957
Condo
10.0(111 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $624/Night
7 Nights - AU $4,371
Apartment
10.0(1 Review)
3 Bedrooms
10 Guests
- Oceanfront
- Breakfast
- Parking
- Ocean View
AU $1,776/Night
7 Nights - AU $12,430
Condo
10.0(108 Reviews)
2 Bedrooms
4 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $500/Night
7 Nights - AU $3,500
Condo
10.0(93 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $711/Night
7 Nights - AU $4,981
Condo
10.0(89 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $460/Night
7 Nights - AU $3,218
Condo
10.0(76 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $759/Night
7 Nights - AU $5,310
Siesta Key Villas, Airbnb and Holiday Homes Under $200
Over 502+ Siesta Key Private Villas, Airbnb and Holiday Homes Under $200
Condo
10.0(16 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $254/Night
7 Nights - AU $1,780
House
10.0(1 Review)
2 Bedrooms
6 Guests
Private Beach- Hot Tub
- Parking
- Pool
AU $279/Night
7 Nights - AU $1,956
Condo
9.0(1311 Reviews)
1 Bedroom
2 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $280/Night
7 Nights - AU $1,963
Condo
10.0(10 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $268/Night
7 Nights - AU $1,875
House
10.0(1 Review)
2 Bedrooms
6 Guests
- Pool
- View
- Air Conditioner
- Internet
AU $277/Night
7 Nights - AU $1,936
Condo
10.0(9 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $281/Night
7 Nights - AU $1,969
Condo
10.0(9 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
Spa
AU $276/Night
7 Nights - AU $1,933
Apartment
10.0(9 Reviews)
1 Bedroom
2 Guests
- Parking
- Kitchen
- Air Conditioner
- Internet
AU $265/Night
7 Nights - AU $1,854
Condo
10.0(9 Reviews)
1 Bedroom
4 Guests
- Oceanfront
- Parking
- Pool
- Spa
AU $205/Night
7 Nights - AU $1,435
Instantly Bookable Villa Rentals in Siesta Key
Over 3924+ Instantly Bookable Private Villas in or Near Siesta Key
Condo
10.0(165 Reviews)
1 Bedroom
3 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $439/Night
7 Nights - AU $3,075
House
10.0(21 Reviews)
1 Bedroom
- Oceanfront
- Parking
- Ocean View
- View
AU $1,179/Night
7 Nights - AU $8,254
Condo
10.0(115 Reviews)
2 Bedrooms
4 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $661/Night
7 Nights - AU $4,628
Condo
10.0(115 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
AU $305/Night
7 Nights - AU $2,139
Condo
10.0(104 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $547/Night
7 Nights - AU $3,828
Condo
10.0(102 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
AU $345/Night
7 Nights - AU $2,415
Condo
10.0(101 Reviews)
2 Bedrooms
4 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
AU $539/Night
7 Nights - AU $3,771
Condo
10.0(81 Reviews)
2 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
AU $624/Night
7 Nights - AU $4,366
Condo
10.0(70 Reviews)
2 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Pool
AU $656/Night
7 Nights - AU $4,590
Book a Last Minute Place to Stay in Siesta Key
About Siesta Key Vacation Rentals
There are more than 5949 incredible getaway rentals that are available in Siesta Key. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Siesta Key.
BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Siesta Key, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Siesta Key. Places to stay near Siesta Key are 981.87 ft² on average, with prices averaging AU $750 a night.
BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Siesta Key. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods Siesta Key, FL
There are 28 hotels in Siesta Key 11 resorts, and 2852 rentals
- Prices for a holiday home in Siesta Key start at AU $133
- Top rated vacation home in Siesta Key is Across The Street From #1 Beach
- Most popular short term in Siesta Key is Tropical Beach Resorts
- Cheapest place to stay in Siesta Key is Peppertree Perfection
- Most expensive holiday rental in Siesta Key is Luxury Siesta Key Wellness Retreat. 5-10 min walk to Siesta Beach and Village
Recently Booked Hotels, Resorts, or Rentals in Siesta Key
Frequently Asked Questions About Siesta Key?
What are the top hotels or resorts in Siesta Key?
We provide an array of great vacation destinations in Siesta Key. If you are looking to stay in or around the Siesta Key area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Siesta Key:
- Across The Street From #1 Beach
- AJ's Bayside Treasure - Outstanding Waterfront Views & Private Beach Access!
- The Inn On Siesta Key
- On Siesta Key Beach, View, pool, 2 Bed 2 Ba, plus pull out Queen,
- 🦩Book Me Baby! Bayview Beauty at Siesta Key 🦩
- Steps to#1 rated Beach in USA Spacious2+2Condo,pool,garageTranquil Setting
- Walk To Siesta Village And Beach/Private Heated Pool & Hot Tub
- 1 Bed Cottage, Full Remodel, Beach Access #7, Walk to Village 5 min, 2 AC UNITS!
- Steps away from the #1 beach! Spectacular views on the GIANT balcony!
- $185 Free Activities Daily, LuLu's Leatherback Near Beach/Village, Heated Pool, Beach Gear Included
How many vacation rentals have private pools in Siesta Key?
We have 836 luxury villas and vacation rentals featuriung a private pool in and near Siesta Key. Some of the best destinations to stay that feature or have access to a swimming pool are:
Which hotel or resort in Siesta Key is best for families?
Searching for a family-friendly getaway in Siesta Key? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.
How many hotels, resorts, or rentals are available in Siesta Key?
BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 5949 in the Siesta Key area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Siesta Key.
Nearby Neighborhood (4)
| Neighborhood | Property Count |
|---|---|
| Siesta Key Village Rental Villas and Private Getaways in Sarasota, Florida | 3727 |
| South Sarasota Rental Villas and Private Getaways in Sarasota, Florida | 118 |
| Aloha Kai Rental Villas and Private Getaways in Sarasota, Florida | 99 |
| Bay Isle Rental Villas and Private Getaways in Sarasota, Florida | 41 |
