Book Holiday Homes in Siesta Key

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Featured Holiday Homes in Siesta Key

Siesta Key Island Rentals

Siesta Key Island Rentals

3 out of 5
515 Beach Rd, Siesta Key, FL
Stay at this 3-star vacation home in Siesta Key. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Siesta Key Beach and Lido Beach are ...
Siesta Key Island Rentals
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND

Siesta Key
Book a stay at this beach vacation home in Siesta Key. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Siesta Key Beach and Lido Beach are ...
SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND
Close to Beach Access #7, Short Walk to the Village

Close to Beach Access #7, Short Walk to the Village

Siesta Key
Stay at this vacation home in Siesta Key. Enjoy patios, an in-room coffeemaker, and air conditioning. Popular attractions Siesta Key Beach and Lido Beach are ...
Close to Beach Access #7, Short Walk to the Village
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Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village

Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village

Siesta Key
Stay at this vacation home in Siesta Key. Enjoy a water park, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Siesta Key Beach and ...
Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village
SKV 315 -  Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!

SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!

Siesta Key
Stay at this vacation home in Siesta Key. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Siesta Key Beach and Lido Beach are located ...
SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)

Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)

Sarasota
Stay at this vacation home in Sarasota. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Siesta Key Beach and Lido Beach are located ...
Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.)
Stunning Siesta Key,,  .  , Walk to Shell Beach, HEATED POOL - Discounts

Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts

Sarasota
Book a stay at this family-friendly vacation home in Siesta Key. Enjoy free WiFi, private pools, and a water park. Popular attractions Lido Beach and St. Armands ...
Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool

Siesta Key
Stay at this vacation home in Siesta Key. Enjoy free WiFi, patios, and cable/satellite TV service. Popular attractions Siesta Key Beach and Lido Beach are located ...
Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool
SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!

SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!

Siesta Key
The price is NZ$1,132 per night from 14 Apr to 15 Apr
NZ$1,132
includes taxes & fees
14 Apr - 15 Apr
Stay at this vacation home in Siesta Key. Enjoy free WiFi, patios, and an in-room coffeemaker. Popular attractions Siesta Key Beach and Lido Beach are located ...
SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!
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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.

Siesta Key Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Siesta Key vacation homes are the perfect way for you to wing it.

Holiday houses in Siesta Key let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Siesta Key in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Siesta Key adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Siesta Key with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Siesta Key vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Siesta Key Holiday Homes essential information

Accommodation
805 Holiday Homes
Lowest Price
NZ$441
Highest Price
NZ$1,132
Popular accommodation
Siesta Key Island Rentals, SIESTA KEY PRIVATE BEACH HOUSE-STEPS TO WORLD FAMOUS SIESTA KEY SAND, Close to Beach Access #7, Short Walk to the Village, Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village, SKV 315 - Pool, Walk to Village, Beach, Restaurants, Bars, Shops!!, Location Location! Two Minutes from Siesta Key Beach (#1 Beach in the U.S.), Stunning Siesta Key,, . , Walk to Shell Beach, HEATED POOL - Discounts, Tranquil Siesta Key Retreat ~ Walk to Beach ~ Pool, SKV 311 - Pool, Walk to Village, Beach, Bars, Restaurants !!

Top trending hotels in Siesta Key

Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle, Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$441 per night from 1 May to 2 May
NZ$441
includes taxes & fees
1 May - 2 May
Stay at this 3.5-star beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the pool and the helpful staff ...
Tropical Beach Resorts
Siesta Key Beach Resort and Suites

Siesta Key Beach Resort and Suites

2.5 out of 5
5311 Ocean Blvd, Siesta Key, FL
The price is NZ$659 per night from 3 Apr to 4 Apr
NZ$659
includes taxes & fees
3 Apr - 4 Apr
Stay at this motel in Siesta Key. Enjoy free WiFi, free bicycles on site, and parking (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
Siesta Key Beach Resort and Suites
Tropical Breeze Resort

Tropical Breeze Resort

3 out of 5
140 Columbus Blvd., Siesta Key, FL
Fully refundableReserve now, pay when you stay
The price is NZ$846 per night from 1 Apr to 2 Apr
NZ$846
includes taxes & fees
1 Apr - 2 Apr
Stay at this 3-star beach hotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in ...
Tropical Breeze Resort
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The Ringling Beach House

The Ringling Beach House

3.5 out of 5
523 Beach Road, Siesta Key, FL
Stay at this 3.5-star apartment in Siesta Key. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions ...
The Ringling Beach House
Don't see what you're looking for?
See all available properties in Siesta Key
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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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^Subject to availability and chosen travel dates.