Siesta Key

Hotels with pools in Siesta Key

Enter your dates to see the best prices for hotels with Pools in Siesta Key

Scroll down to see hotels
Filter by:
Hotel Star Rating
≤2345
Guest Rating
Amazing 9+Great 8+Good 7+Pleasant 6+

Best Siesta Key Hotels with Swimming Pools

Check out our selection of Siesta Key hotels with Pools
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 VND 4,668,513
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 VND 4,334,783
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
87
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
97 reviews
8.8/10
1 night
From VND 4,223,540
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 Free CancellationSiesta Key Hotels with Free Parking
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. 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
20 reviews
9.0/10
Check Availability
Siesta Key Jamaica Royale Retreat
Siesta Key Jamaica Royale RetreatSiesta Key Jamaica Royale RetreatSiesta Key Jamaica Royale RetreatSiesta Key Jamaica Royale RetreatSiesta Key Jamaica Royale RetreatSiesta Key Jamaica Royale Retreat
29
Hotel near Siesta Key,Siesta Key
Be the first to discover this gem!! No car needed for this trip! Your own piece of paradise at Jamaica Royale, steps from heated pool #1, while a mere two-minute stroll takes you to the pristine Siesta Key beach. Jamaica Royale's prime location on these dazzling white sands.. Assigned covered parking space just steps from your front door. Unit is generously equipped for your home away from home. The kitchen is fully stocked with a range of appliances, including a dishwasher. The spacious bedroom offers a brand comfortable King bed. A sleeper couch in the living room is also available. There's a washer/dryer for added convenience in the unit. 300-foot expanse of cool, powdery white sand beach. There are two Tiki huts to retreat to. Our property boasts two BBQ grills. With three heated pools, there's plenty of space for everyone to unwind. The private beach area features exclusive lounge chairs for JR guests, and you can also arrange for private cabanas through the JR office.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
5 reviews
10.0/10
Check Availability
A Bayside Treasure - Outstanding Waterfront Views!!
A Bayside Treasure - Outstanding Waterfront Views!!A Bayside Treasure - Outstanding Waterfront Views!!A Bayside Treasure - Outstanding Waterfront Views!!A Bayside Treasure - Outstanding Waterfront Views!!A Bayside Treasure - Outstanding Waterfront Views!!A Bayside Treasure - Outstanding Waterfront Views!!
41
Hotel near Siesta Key,Siesta Key
Our spacious (1400 sq. ft.) luxurious third floor condominium has been completely remodeled and professionally decorated!! This top floor condominium has a spectacular view of the Intracoastal Waterway from the living room, dining area, kitchen, master bedroom and 18' screened lanai with sliding glass doors.Access to our Non-Smoking unit is by a private stairway. You can stroll to Siesta Key's famous white sand Crescent Beach (Picked as America's Best Beach by Dr. Beach) via a private walkway located just across the street. Fish or boat in the private lagoon. Swim in the heated pool located next to the clubhouse, enjoy a game of tennis on the on site courts, or just wander the beautifully landscaped 14 acre complex.Our unit is air conditioned and also has ceiling fans in every room. The living room features a Genuine Ekornes Stressless leather recliner and leather sectional with ottoman,plus 50' HD Smart TV, DVR for your viewing enjoyment, DVD/Blue Ray Player, and stereo with CD player. The master bedroom has a king-sized bed, full bathroom with walk-in shower, separate dressing area with walk-in closet, and 32' flat-screen cable TV. It also has a new Lenovo Computer for your use, with Frontier hi-speed wireless Router/Modem, plus Hewlett-Packard Printer/Copier/Fax/Scanner.WE PROVIDE FREE Frontier Local and Long-Distance calling to US, Canada and Puerto Rico!! The guest bedroom has twin beds, large closet, flat screen 19' cable TV, and completely remodeled bathroom. All necessary linens are provided, and a full-sized washer and dryer are in the unit.Our chef’s kitchen is fully equipped, and provides features which include a built-in glass cook top, built-in oven/microwave, chef’s cutlery, Kitchen-Aid stand mixer, and all the cookware and dishes you would need to prepare a gourmet meal. Housekeeping is provided at the conclusion of your stay, so you don't have to do any heavy cleaning as your visit is coming to an end. Supplementary housekeeping services are available for an additional fee.Shopping and restaurants are within easy walking distance. Public transportation is available nearby for more distant exploration. Sarasota has world-renowned shopping, fine dining and cultural attractions, and is located within easy driving distance of the most famous tourist destinations in Florida. Keywords: Condominium,Siesta Key,Crescent Beach,Midnight Cove, WaterfrontWireless (WiFi),PC, Printer,Fax,Copier,Scanner, -3 Flat Screen TV'sAbout pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About customRules:Traveler must provide a copy of a current proof-of-age document and the names of all Guest(s) that will be occupying the premises..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
41 reviews
10.0/10
Check Availability
Gorgeous 2 Bed 2 Bath Gulf front, just steps to the white powder beach
0
Hotel near Siesta Key,Siesta Key
Paradise! Luxury Condo located directly on one of, if not the nicest, beach in the USA. Two pools, one beach front! Condo provided beach chaises & chairs, BBQ's, covered parking for single vehicle, gated complex highly sought after by full time, seasonal and vacationing residents. Incredible views from this unit along with high-end furnishings...I guess I could have stopped at "Paradise"...About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
5 reviews
10.0/10
Check Availability
Steps to Siesta Key BEACH!  Pool, Tennis Court, Shuffle Board, Basketball!
Steps to Siesta Key BEACH!  Pool, Tennis Court, Shuffle Board, Basketball!Steps to Siesta Key BEACH!  Pool, Tennis Court, Shuffle Board, Basketball!Steps to Siesta Key BEACH!  Pool, Tennis Court, Shuffle Board, Basketball!Steps to Siesta Key BEACH!  Pool, Tennis Court, Shuffle Board, Basketball!Steps to Siesta Key BEACH!  Pool, Tennis Court, Shuffle Board, Basketball!Steps to Siesta Key BEACH!  Pool, Tennis Court, Shuffle Board, Basketball!
25
Hotel near Siesta Key,Siesta Key
Relax in paradise! Your cozy studio is STEPS away from a PRIVATE entrance to #1 rated Siesta Key Beach, a short walk to shops and restaurants. This location is AMAZING! A large outdoor pool is right outside your entrance. Tennis, Pickleball Courts, Shuffle Board, Basketball, BBQs, a Clubhouse and more! Your condo comes furnished with everything you need for a comfortable stay with lots of amenities. A Fully Stocked Kitchen, Fast WiFi, SmartTV, Beach Chairs, Private Parking and MUCH MORE!The studio is ground level just steps to the private entrance to the beautiful views of our white sand beach. This is a great space for anyone who does not like to navigate a lot of stairs or elevators and would prefer to walk directly to the beach in just a couple of minutes. In terms of location and ease to the beach, this property is an absolute gem!Our studio has a very comfortable queen bed as well as a queen sofa bed that pulls out to accommodate an optional 3rd guest.Our kitchen is fully stocked with essentials for those who would like to cook their own meals. We are also very close to shops and restaurants.There is a small sitting area outside our studio overlooking one of the community pools. Beach towels and and beach chairs are provided. Other amenities:Two Large Swimming PoolsChaises & Lounge ChairsPicnic areas with Gas GrillsTennis Court/Pickleball CourtLighted Shuffleboard CourtsBasketball CourtFinally we have employed enhanced cleaning methods to provide an immaculately cleaned and sanitary home.Parking, Location and Getting Around Siesta Key:Parking: Right outside the condo back door is a private parking spot for you to use during your stay.From Airport to Siesta Key: In terms of getting here from the airport, we are closest to Sarasota airport. Uber and Lyft are available at Sarasota airport as well as a taxi service. If you fly into Tampa, then it could get more expensive to Uber since it is a good distance away (1.5 hours away).Getting Around Siesta Key:When you get to Siesta Key, there are multiple options to travel from Casa Mar (our condo complex) to the other areas of Siesta Key.There is a free trolley that comes every 20 minutes and it stops at the SCAT bus station right in front of Casa Mar. This trolley will take to you both North and South Villages (that have shops and restaurants and are about 1-2 miles away).The following shuttles are also available. They do not charge a fee but do operate on tips:Two Tides Free RideJonnys Original Free RideSiesta Key Free RideSiesta Key Frog HopBoth villages have rentals for bikes, scooters and golf carts.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Early Check-In, Luggage Drop off, and Late Check-Out are not available. $250 fee for any signs/smell of smoking odor in the unit..Designated parking spot is labelled with unit number. There's a shared laundry room two doors down for your use. It has an iron and ironing board.,Casa Mar Resort wristbands required for private beach entrance and Casa Mar amenities. Please return at end of stay. Fee of $100 per lost wristband..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 24.About events:No events allowed.
Outstanding
34 reviews
9.8/10
Check Availability
Enjoy the crystal white sands of Siesta Key!
Enjoy the crystal white sands of Siesta Key!Enjoy the crystal white sands of Siesta Key!Enjoy the crystal white sands of Siesta Key!Enjoy the crystal white sands of Siesta Key!Enjoy the crystal white sands of Siesta Key!Enjoy the crystal white sands of Siesta Key!
38
Hotel near Siesta Key,Siesta Key
Enjoy this fully renovated condo in beautiful Siesta Key with views of the Gulf of Mexico! The Harbor Towers Yacht & Racquet Club! Relax in multiple pools and marina on the bay side. There is a beautiful view of the Gulf of Mexico from the balcony. The condo has been completely renovated throughout the space. The building has recently been updated with hurricane windows and doors and a new exterior.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
2 reviews
10.0/10
Check Availability
Welcome to Siesta Dreams at Casa Mar!!
Welcome to Siesta Dreams at Casa Mar!!Welcome to Siesta Dreams at Casa Mar!!Welcome to Siesta Dreams at Casa Mar!!Welcome to Siesta Dreams at Casa Mar!!Welcome to Siesta Dreams at Casa Mar!!Welcome to Siesta Dreams at Casa Mar!!
35
Hotel near Siesta Key,Siesta Key
Welcome to Siesta Dreams at Casa Mar! This 1br/1ba fully equipped condo is perfect for your next beach vacation! This location requires a minimum one week stay. Enjoy the resort's private beach in the provided lounge chairs while you dig your toes into the quartz sand. Need a break from the salt water? Take a swim in one of two pools on the property instead. Shuffleboard, tennis, or pickleball interest you? We've got it! The serene tropical vibe of this community is one you won't want to leave. The condo itself is well appointed with all the necessities. A king size bed in the bedroom, and sleeper sofa in the living room allow for up to 4 guests.About pets:No pets allowed.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Amazing
50 reviews
9.6/10
Check Availability
See All Hotels with Pools in Siesta Key

Frequently Asked Questions

In Siesta Key, which hotels with Swimming Pools have barrier-free access?

Siesta Key Beach Resort and Suites and Siesta Key Beachside Villas are popular hotels with Swimming Pools and barrier-free access in Siesta Key.

Of all the hotels in Siesta Key, which hotels with Swimming Pools have the highest user ratings?

When travelling to Siesta Key for the first time, many travellers find it difficult to choose a hotel with Swimming Pools to stay in. According to Trip.com data, The Inn on Siesta Key, The Ringling Beach House and Tropical Breeze Resort are popular highly rated hotels with Swimming Pools, making them good choices for your trip.

What are some popular economy hotels with Swimming Pools in Siesta Key?

Siesta Key Hotels with Pools Information

Total Properties178
Number of Reviews1,704
Average Price (Weekdays)VND 15,616,826
Average Price (Weekends)VND 19,088,027