Siesta Key

Hotels with Rooftop Pools in Siesta Key

Choose your dates to see the latest hotel prices and availability.

Swipe up to view more
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

15 Siesta Key Hotels with Rooftop Pools Found for You

Choose your travel dates to see the latest prices and deals.
Most Booked
Lowest Price
Closest to Downtown
Highest Rated
Tropical Breeze Resort
Tropical Breeze ResortTropical Breeze ResortTropical Breeze ResortTropical Breeze ResortTropical Breeze ResortTropical Breeze Resort
99+
Hotel near Siesta Key,Siesta Key
With a stay at Tropical Breeze Resort in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Crescent Beach. This beach hotel is 10.3 mi (16.6 km) from Lido Beach and 13.2 mi (21.3 km) from Mall at University Town Center. Take advantage of recreation opportunities such as a hot tub or take in the view from a terrace and a garden. Additional amenities at this hotel include complimentary wireless internet access, wedding services, and a television in a common area. Featured amenities include luggage storage, laundry facilities, and coffee/tea in a common area. Free self parking is available onsite. Make yourself at home in one of the 58 air-conditioned rooms featuring flat-screen televisions. Your pillowtop bed comes with premium bedding. Complimentary wireless internet access is available to keep you connected. Bathrooms feature showers, complimentary toiletries, and hair dryers.

"The room and location was fabulous. Check in was 4pm but the room wasn't ready till 5 yet they wouldn't give us any tim after check-out time."
Very Good
100 reviews
8.8/10
1 night
From £132
Check Availability
Siesta Key Beach Resort and Suites
Siesta Key Beach Resort and SuitesSiesta Key Beach Resort and SuitesSiesta Key Beach Resort and SuitesSiesta Key Beach Resort and SuitesSiesta Key Beach Resort and SuitesSiesta Key Beach Resort and Suites
99+
Hotel near Siesta Key,Siesta Key
With a stay at Siesta Key Beach Resort and Suites in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 6 minutes from Crescent Beach. This resort is 10.4 mi (16.8 km) from Lido Beach and 13.3 mi (21.5 km) from Mall at University Town Center. Be sure to enjoy recreational amenities including an outdoor pool and a hot tub. Additional features at this Mediterranean resort include complimentary wireless internet access, shopping on site, and a picnic area. At Siesta Key Beach Resort and Suites, enjoy a satisfying meal at the restaurant. Quench your thirst with your favorite drink at the bar/lounge. Featured amenities include express check-out, multilingual staff, and a vending machine. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 55 individually furnished guestrooms, featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms have showers and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided on request.
Very Good
100 reviews
8.6/10
1 night
From £97
Check Availability
Siesta Key Beachside Villas
Siesta Key Beachside VillasSiesta Key Beachside VillasSiesta Key Beachside VillasSiesta Key Beachside VillasSiesta Key Beachside VillasSiesta Key Beachside Villas
99+
Hotel near Siesta Key,Siesta Key
With a stay at Siesta Key Beachside Villas in Siesta Key (Siesta Key Village), you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Crescent Beach. This beach hotel is 10.5 mi (16.8 km) from Lido Beach and 13.4 mi (21.5 km) from Mall at University Town Center. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional amenities at this hotel include complimentary wireless internet access, concierge services, and a picnic area. The front desk is staffed during limited hours. Self parking (subject to charges) is available onsite. Stay in one of 17 guestrooms featuring flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature bathtubs or showers, complimentary toiletries, and hair dryers. Conveniences include coffee/tea makers and washers/dryers, and housekeeping is provided daily.
Very Good
100 reviews
8.8/10
1 night
From £105
Check Availability
Siesta Key
You Might Like
Siesta Key Hotels With BreakfastSiesta Key Hotels With Twin RoomSiesta Key Hotels With 1 Double BedSiesta Key Hotels With Swimming PoolSiesta Key Hotels With Free Cancellation
Siesta Key Island Rentals
Siesta Key Island RentalsSiesta Key Island RentalsSiesta Key Island RentalsSiesta Key Island RentalsSiesta Key Island RentalsSiesta Key Island Rentals
99+
Hotel near Siesta Key,Siesta Key
Located in Siesta Key, Siesta Key Island Rentals is within a 15-minute drive of Siesta Key Beach and Crescent Beach. This vacation home is 10.8 mi (17.3 km) from Lido Beach and 17.5 mi (28.1 km) from IMG Academy. This smoke-free vacation home features hiking/biking trails nearby and windsurfing nearby. Featured amenities include laundry facilities and an elevator. Free self parking is available onsite. Make yourself at home in one of the 6 guestrooms. Complimentary wireless internet access is available to keep you connected. Conveniences include washers/dryers and irons/ironing boards.
Very Good
20 reviews
8.9/10
1 night
From £81
Check Availability
The Ringling Beach House
The Ringling Beach HouseThe Ringling Beach HouseThe Ringling Beach HouseThe Ringling Beach HouseThe Ringling Beach HouseThe Ringling Beach House
99+
Hotel near Siesta Key,Siesta Key
With a stay at The Ringling Beach House in Siesta Key, you'll be in a shopping district, steps from Siesta Key Beach and a 5-minute drive from Crescent Beach. This apartment is 10.8 mi (17.4 km) from Lido Beach and 17.4 mi (27.9 km) from Mall at University Town Center. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. This Mediterranean apartment also features complimentary wireless internet access, concierge services, and a picnic area. Free self parking is available onsite. Make yourself at home in one of the 12 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private furnished patios. 57-inch flat-screen televisions with satellite programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves.
Very Good
100 reviews
8.8/10
Check Availability
Our House at the Beach 604E by Beachside Management
Our House at the Beach 604E by Beachside ManagementOur House at the Beach 604E by Beachside ManagementOur House at the Beach 604E by Beachside ManagementOur House at the Beach 604E by Beachside ManagementOur House at the Beach 604E by Beachside ManagementOur House at the Beach 604E by Beachside Management
85
Hotel near Siesta Key,Siesta Key
With a stay at this condo in Siesta Key, you'll be near the beach, a 5-minute walk from Siesta Key Beach and a 4-minute drive from Crescent Beach. This condo is 11.2 mi (18.1 km) from Lido Beach and 16.8 mi (27.1 km) from Mall at University Town Center. Enjoy the recreation opportunities such as an outdoor pool or make use of other amenities including barbecue grills. Featured amenities include express check-out, laundry facilities, and an elevator. Limited parking is available onsite. Make yourself comfortable in this individually decorated condo, featuring a kitchen with a refrigerator and an oven. There's a private balcony. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include a separate sitting area and a microwave.
Very Good
2 reviews
8.4/10
Check Availability
The Inn on Siesta Key
The Inn on Siesta KeyThe Inn on Siesta KeyThe Inn on Siesta KeyThe Inn on Siesta KeyThe Inn on Siesta KeyThe Inn on Siesta Key
99+
Hotel near Siesta Key,Siesta Key
Located in Siesta Key, The Inn On Siesta Key is a 1-minute drive from Siesta Key Beach and 9 minutes from Turtle Beach. This beach cottage is 5.7 mi (9.2 km) from Marie Selby Botanical Gardens and 6.5 mi (10.5 km) from Marina Jack. Take advantage of recreation opportunities such as an outdoor pool or take in the view from a terrace and a garden. Additional features at this cottage include complimentary wireless internet access, concierge services, and a picnic area. The front desk is staffed during limited hours. Free self parking is available onsite. Make yourself at home in one of the 6 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Your memory foam bed comes with premium bedding. 65-inch Smart televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include separate sitting areas and microwaves.
Outstanding
40 reviews
9.8/10
Check Availability
The 19th Hole
The 19th HoleThe 19th HoleThe 19th HoleThe 19th HoleThe 19th HoleThe 19th Hole
70
Hotel near Siesta Key,Siesta Key
When you stay at The 19th Hole in Siesta Key in Siesta Key, you'll be near the beach, a 1-minute drive from Siesta Key Beach and 7 minutes from Crescent Beach. This vacation home is 10.9 mi (17.6 km) from Lido Beach and 13.6 mi (22 km) from Mall at University Town Center. This vacation home offers table tennis. Make yourself at home in one of the 14 guestrooms.
Outstanding
10.0/10
Check Availability
A Somewhere is Here by Beachside Management
A Somewhere is Here by Beachside ManagementA Somewhere is Here by Beachside ManagementA Somewhere is Here by Beachside ManagementA Somewhere is Here by Beachside ManagementA Somewhere is Here by Beachside ManagementA Somewhere is Here by Beachside Management
79
Hotel near Siesta Key,Siesta Key
With a stay at this apartment in Siesta Key, you'll be near the beach, a 3-minute walk from Siesta Key Beach and a 5-minute drive from Crescent Beach. This apartment is 11 mi (17.7 km) from Lido Beach and 17.2 mi (27.7 km) from Mall at University Town Center. This smoke-free apartment features table tennis and complimentary bicycle rentals nearby. Limited parking is available onsite. Make yourself comfortable in this air-conditioned apartment, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. Complimentary wireless internet access is available to keep you connected. Conveniences include a microwave and an iron/ironing board.
1 review
2.0/10
Check Availability
Serving Sunset in Siesta Key
Serving Sunset in Siesta KeyServing Sunset in Siesta KeyServing Sunset in Siesta KeyServing Sunset in Siesta KeyServing Sunset in Siesta KeyServing Sunset in Siesta Key
91
Hotel near Siesta Key,Siesta Key
With a stay at Serving Sunset in Siesta Key in Siesta Key, you'll be a 1-minute drive from Siesta Key Beach and 7 minutes from Crescent Beach. This vacation home is 11.4 mi (18.4 km) from Lido Beach and 13.6 mi (21.9 km) from Mall at University Town Center. Make use of convenient amenities, which include complimentary wireless internet access and barbecue grills. Make yourself at home in one of the 12 guestrooms.
Check Availability
See All Hotels With Rooftop Pools in Siesta Key

FAQs

What are some hotels with pools in Siesta Key?

Tropical Breeze Resort (from £145), Siesta Key Beach Resort and Suites (from £109) and Siesta Key Island Rentals (from £197) are hotels with swimming pools. Stay at any of these hotels to enjoy a swimming pool!

Which hotels in Siesta Key provide free Wi-Fi?

Whether you're traveling on business or for vacation, internet connection is essential. Tropical Breeze Resort (from £145), Siesta Key Beach Resort and Suites (from £109) and Siesta Key Beachside Villas (from £118) are popular hotels with free Wi-Fi.

Where can I find the best hotel discounts in Siesta Key?

Trip.com provides various promotions and discounts for users all year round. You can check the promotions page to see what promotions are available on Trip.com.