Siesta Key

Hotels with Rooftop Pools in Siesta Key

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

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

5 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
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 8 minutes from Sarasota Memorial Hospital. This beach hotel is 10.2 mi (16.5 km) from Lido Beach and 8.6 mi (13.8 km) from St. Armands Circle. 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 individually decorated guestrooms, featuring minibars and flat-screen televisions. Your pillowtop bed comes with down comforters and premium bedding, and all rooms are furnished with queen sofa beds. 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."
Great
100 reviews
9.0/10
1 night
From PHP 10,193
Check availability
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 8.7 mi (14 km) from St. Armands Circle. 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 bathtubs or showers and hair dryers. Conveniences include coffee/tea makers and complimentary bottled water, and housekeeping is provided on request.

"Love this gem on Seista Key. Got lucky the first time I booked and now I will not go anywhere else. Property is clean along with room. Staff are friendly and helpful when you need assistance. Great location on the best beach in the world."
Very Good
100 reviews
8.9/10
1 night
From PHP 11,723
Check availability
99+
Hotel near Siesta Key,Siesta Key
The tans may fade, but the memories will last forever… When looking for the perfect place to stay for your next Siesta Key vacation, there is no better place than the Inn on Siesta Key – where you will experience vintage Florida with all of its coastal charm! Nestled in the heart of Siesta Key, our quiet tropical oasis features six comfortable suites that are perfect for a relaxing getaway. The Inn is within walking distance to shops and restaurants in Siesta Key Village and we are just steps away from America’s #1 ranked beach, located along the sparkling Gulf of Mexico. For a more secluded alternative, unwind by our heated pool. While there are plenty of choices for hotels and accommodations, there is only one place to stay in Siesta Key that captures the true essence of historic beach life. No other motel or resort captures the charm of old Florida cottages quite like the Inn on Siesta Key. Whether you’re looking for a fun-filled family vacation, a romantic weekend or a honeymoon retreat, we have the perfect accommodation to suit your needs. With a full range of amenities, you’ll have all the comforts of home without any of the hassles. The Inn on Siesta Key: Where every hour is happy.
Outstanding
46 reviews
9.9/10
1 night
From PHP 22,393
Check availability
99+
Hotel near Siesta Key,Siesta Key
With a stay at Siesta Key Island Rentals in Siesta Key, you'll be a 1-minute drive from Siesta Key Beach and 9 minutes from Sarasota Memorial Hospital. This vacation home is 10.9 mi (17.5 km) from Lido Beach and 9.1 mi (14.7 km) from St. Armands Circle. This smoke-free vacation home features hiking/biking trails nearby and windsurfing nearby. 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.
Great
48 reviews
9.3/10
1 night
From PHP 8,817
Check availability
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 9.1 mi (14.6 km) from St. Armands Circle. 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.
Great
100 reviews
9.0/10
1 night
From PHP 11,849
Check availability
See All Hotels With Rooftop Pools in Siesta Key

FAQs

What are the best places to stay in Siesta Key?

Some of the best places to stay in Siesta Key are near popular attractions like Siesta Beach, Siesta Key and Sarasota Beach, offering easy access to key sights and amenities.

What are the top hotels in Siesta Key near Siesta Beach?

Some of the top hotels in Siesta Key near Siesta Beach include Beach Road (from PHP 79,820) and Siesta Key Island Rentals (from PHP 22,096), all offering easy access to Siesta Beach, making them ideal for visitors looking to explore the area.

What are some hotels with pools in Siesta Key?

Siesta Key Beach Resort and Suites (from PHP 13,261), Tropical Breeze Resort (from PHP 10,715) and The Inn on Siesta Key (from PHP 28,169) are hotels with swimming pools. Stay at any of these hotels to enjoy a swimming pool!

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.