Boutique Hotels & Resorts in Siesta Key from NZ$356

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Siesta Key Boutique Hotels

No exact matches found, but these alternatives could be just right

Recommended hotels in Siesta Key

On the beach, white sand, sun-loungers, beach umbrellas

Azul Resort Siesta Key

Azul Resort Siesta Key
3.0 star property
South Village
8.8 out of 10, Excellent, (47 reviews)
"Great place, would highly recommend "
United States
Joseph
The price is NZ$653
includes taxes & fees
16 Feb - 17 Feb
Azul Resort Siesta Key
Private kitchen

Beachy Sarasota Duplex

Beachy Sarasota Duplex
Sarasota
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 NZ$966
includes taxes & fees
9 Mar - 10 Mar
Beachy Sarasota Duplex
Beach nearby, sun-loungers, beach towels

POOL VIEW Walk to beach King bed Pool Daily Rentals

POOL VIEW Walk to beach King bed Pool Daily Rentals
Sarasota
9.6 out of 10, Exceptional, (34 reviews)
"this is a great quiet place to stay! it’s just a small walk to the beach & has a pool! i’ve stayed here twice and plan to come again in the future!"
United States
Lindsay L.
The price is NZ$616
includes taxes & fees
18 Feb - 19 Feb
POOL VIEW Walk to beach King bed Pool Daily Rentals
Beach nearby

Siesta Cooler: Only Minutes Walk to Siesta Beach!

Siesta Cooler: Only Minutes Walk to Siesta Beach!
Siesta Key Village
9.6 out of 10, Exceptional, (63 reviews)
"Host was great, clean room, balcony was nice. It’s on the Main Street so not quite until the bars closed. Overall a great place to visit. "
United States
Brandon N.
The price is NZ$679
includes taxes & fees
19 Feb - 20 Feb
Siesta Cooler: Only Minutes Walk to Siesta Beach!
2 bedrooms, WiFi, bed sheets

Tiny House Calypso with 1st floor sleeping

Tiny House Calypso with 1st floor sleeping
Sarasota
9.0 out of 10, Wonderful, (9 reviews)
"Third time here and best visit will book again in future "
United States
Desirae
The price is NZ$356
includes taxes & fees
16 Feb - 17 Feb
Tiny House Calypso with 1st floor sleeping
2 bedrooms, iron/ironing board, WiFi, bed sheets

[escape to paradise] siesta key beach getaway

[escape to paradise] siesta key beach getaway
Siesta Key
9.8 out of 10, Exceptional, (26 reviews)
"Clean and comfortable. "
United States
Laney
The price is NZ$749
includes taxes & fees
8 Mar - 9 Mar
[escape to paradise] siesta key beach getaway
On the beach

SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!

SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!
Siesta Key
9.4 out of 10, Exceptional, (26 reviews)
"Close to the beach and so convenient to local food and shops. The rental was nicely decorated and the terrace area was a treat. Definitely would stay here again!!"
United States
Sheila C.
SIESTA KEY, BLUE ROMANTIC DREAM! 100 FEET TO THE BEACH!
Property grounds

Siesta Key Village-Suite #4: A block to the Beach!

Siesta Key Village-Suite #4: A block to the Beach!
Siesta Key Village
9.2 out of 10, Wonderful, (36 reviews)
"A great location with easy walk to the beach!"
United States
Alan M.
The price is NZ$637
includes taxes & fees
26 Feb - 27 Feb
Siesta Key Village-Suite #4: A block to the Beach!
TV

Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS

Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS
Sarasota
9.4 out of 10, Exceptional, (47 reviews)
"This is our second year staying at the villas i had a great time unit was cleaned ,pool was great,wahing machine worked good cant wait till next year"
United States
Edelmiro R.
The price is NZ$554
includes taxes & fees
18 Feb - 19 Feb
Walk to beach Heated POOL King bed DAILY WEEKLY Villa 4 SPECIALS
Property grounds

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
Sarasota
9.2 out of 10, Wonderful, (178 reviews)
"Wonderful property with an excellent location! Beach access was across the street and the trolley pick-up was at the end of the block. The village was within walking distance as well. The property was very clean and the beds were comfortable. The washer and dryer is located right outside of the unit and beach chairs and a cooler were provided. We look forward to booking this property again in the future! "
United States
Alison B.
The price is NZ$911
includes taxes & fees
22 Feb - 23 Feb
Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village
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.
View all properties

The Annual Holiday Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Book now

Top Siesta Key Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Updated rooms, very clean. good location and nice new pool."
Elizabeth 1-night trip
Posted 3 days ago
Tropical Beach Resorts

Frequently asked questions

What's there to see and do in Siesta Key?
The beaches, ocean views and sunsets are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Siesta Key include Siesta Key Beach, Lido Beach and Crescent Beach. Some other things you might want to enjoy include Sarasota Opera House, Van Wezel Performing Arts Hall and John and Mable Ringling Museum of Art.
What kind of weather should I plan for when I travel to Siesta Key?
Understanding the weather in Siesta Key is important when planning your trip. The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 19°C. Average annual precipitation for Siesta Key is 1126 mm.
What's the best way to get to my boutique hotel in Siesta Key?
You have a few options for getting to Siesta Key. The closest major airport is Sarasota, FL (SRQ-Sarasota-Bradenton Intl.), which is located 7.8 mi (12.5 km) from the heart of the city. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia