Siesta Key Hotels with Rooftop Pools

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.

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.

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.

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.

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.