Monroe County

Monroe County Hotels with Private Pools

Enter your dates for the latest hotel rates and availability.

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

68 Monroe County Hotels with Private 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 Key Colony,Key Colony Beach
Located in Key Colony Beach, Glunz Ocean Beach Hotel & Resort is by the ocean, within a 5-minute drive of Curry Hammock State Park and Captain Hooks Marina and Dive Center. This beach hotel is 4.5 mi (7.3 km) from Crane Point Museum and Nature Center and 6.3 mi (10.2 km) from The Turtle Hospital. Spend the day on the private beach or dip into one of the 2 outdoor pools. Additional features at this hotel include complimentary wireless internet access, concierge services, and wedding services. Enjoy a meal at the restaurant or snacks in the hotel's coffee shop/cafe. Unwind at the end of the day with a drink at the bar/lounge or the poolside bar. Featured amenities include a business center, multilingual staff, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 50 guestrooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers, complimentary toiletries, and hair dryers. Conveniences include safes and coffee/tea makers, as well as phones with free local calls.

"Genial"
Very Good
102 reviews
8.6/10
1 night
From TWD 5,525
Check availability
99+
Hotels in Monroe County
Lunara Bay is a collection of waterfront estates where every detail is considered and every space is alive with character. Each home carries its own design story—crafted for milestone gatherings, family retreats, or sun-drenched days that stretch endlessly into the horizon. With concierge services and insider connections to the very best of Key West, every moment feels effortless. More than a hotel, Lunara Bay is the way luxury by the sea was always meant to be—personal, artfully designed, and entirely yours.
Outstanding
10/10
1 night
From TWD 34,204
Check availability
99+
Hotel near Duck Key,Duck Key
Located in Marathon, Villas At Hawks Cay Resort is by the ocean, within a 5-minute drive of Little Conch Key and Walkers Island. This beach resort is 13.5 mi (21.8 km) from Sombrero Beach and 2.1 mi (3.3 km) from Curry Hammock State Park. Relax at the full-service spa, where you can enjoy massages, body treatments, and facials. After dipping into one of the 3 outdoor pools, you can spend some time at the private beach. Additional amenities at this resort include complimentary wireless internet access, concierge services, and an arcade/game room. Enjoy seafood at Angler & Ale, one of the resort's 5 restaurants, or stay in and take advantage of the room service (during limited hours). Snacks are also available at the coffee shop/cafe. Relax with a refreshing drink at one of the 2 poolside bars. Full breakfasts are served on weekdays from 7:00 AM to 10:00 AM and on weekends from 7:00 AM to 11:00 AM for a fee. Featured amenities include a business center, limo/town car service, and express check-out. Limited parking is available onsite. Make yourself at home in one of the 201 guestrooms, featuring kitchens with refrigerators and ovens. LCD televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Conveniences include safes and separate sitting areas, and housekeeping is provided on request.

"I honestly don’t ever write reviews but after our first day here I felt compelled too after all the negative reviews I had previously read before my arrival. We’ve had an amazing experience so far. We arrived to check in about 3pm (only an hour early) upon arrival at check I was told our room wasn’t ready yet but they would call me as soon as it was. Within the time it took to walk out to the car and pull into the parking lot I received a phone call saying the room was ready. The bell service was amazing. The gentleman who helped me with my 2 kids was so nice and helpful. He brought us right to our room with our stuff. All the staff here is wearing masks and everyone else has to keep their mask on in the lobby and indoors except for in the pool area or while seated eating. We spent the afternoon at the pool. We had no problem getting chairs. We decided to have dinner at the restaurant Angler and Ale on the property. We took the tram over there which my kids enjoyed very much! The food at the restaurant was delicious! When we got back to the room I noticed the black out curtain wasn’t staying full closed I called down to the front desk and within 5-10 minutes the maintenance man showed up to fix it for us!! We are having the best time and I can’t wait to enjoy the rest of the weekend here!! Highly recommend. Don’t believe everything you read. Definitely come and experience this gorgeous place for yourself!! "
75 reviews
7.5/10
Check availability
81
Hotels in Monroe County
With a stay at Suite Dreams Inn by the Beach in Key West (Old Town Key West), you'll be a 4-minute walk from Florida Keys Beaches and 11 minutes by foot from Duval Street. This bed & breakfast is 0.6 mi (1 km) from South Beach and 0.7 mi (1.1 km) from Southernmost Point. Take advantage of recreational opportunities offered, including an outdoor pool, an outdoor tennis court, and karaoke. This bed & breakfast also features complimentary wireless internet access, concierge services, and wedding services. Breakfast is available for a fee. Featured amenities include complimentary newspapers in the lobby, multilingual staff, and luggage storage. Free self parking is available onsite. Make yourself at home in one of the 5 guestrooms.
Very Good
31 reviews
8.4/10
1 night
From TWD 6,330
Check availability
99+
Hotels in Monroe County
Welcome to Cheeca Lodge & SpaTurquoise water. Towering palms. Calm breezes. Imagine yourself whisked away to a tropical paradise where you indulge in mind, body, and spirit, as you rediscover an oasis called Cheeca Lodge & Spa. Romantic, serene, and dynamic, our Florida Keys Islamorada resort is a standard of excellence achieved by few. Be swept away by the casual elegance emanating from every detail and settle into the laid-back lifestyle of Islamorada.Stay in the Sportfishing Capital of the WorldLocated in the Sportfishing Capital of the World, Cheeca Lodge is a premier destination for serious anglers. Charter a boat and find over 500 species of fish within minutes from shore. The casual fisherman can cast a line from the end of our 525-foot pier – the longest in the Keys. A host of other activities can be found at our Islamorada luxury resort, including snorkeling, sea kayaking, bicycling, and scuba diving. Between activities, enjoy first-class dining at one of our three restaurants: Atlantic’s Edge, Mia Cucina, or Nikai Sushi.

"Great trip! We enjoyed it a lot! Great service, we love our room (ocean front) the only issue that we had is that we didn’t have access to internet through wifi"
Very Good
108 reviews
8.9/10
1 night
From TWD 6,162
Check availability
99+
Hotels in Monroe County
Located in Key Largo, FL, Playa Largo Resort & Spa spans 14.5 acres of lush beachfront property overlooking the sparkling Florida Bay. A destination in itself, our resort invites you to connect with nature and embrace the Florida Keys island lifestyle. Choose from 178 rooms, suites with balconies, private villas and a beach house with Florida Bay views at our luxury resort in Key Largo, Florida. Indulge in delicious cuisine and cocktails at our restaurants. On-site experiences include sunset sailing and kayaking at our private marina. The Ocean Spa offers a wide selection of treatments, massages and wellness services to provide a relaxing getaway. Our island resort also places you near popular Florida Keys attractions, including Theatre of the Sea, Dolphins Plus Bayside and John Pennekamp Coral Reef State Park. Ranked among the best resorts in Florida and best resorts in the world by Condé Nast, there is no better place to relax and play in the sand. Book a stay at our pet-friendly hotel in Key Largo today.

"Excellent service 👌🏻a beautiful and relaxing place, with wonderful views and sunsets"
Very Good
101 reviews
8.8/10
1 night
From TWD 12,813
Check availability
99+
Hotel near Duck Key,Marathon
Located in Marathon, Village at Hawks Cay Villas by KeysCaribbean is by the ocean, a 3-minute drive from Curry Hammock State Park and 7 minutes from Long Key State Park. This hotel is 8.3 mi (13.3 km) from San Pablo Catholic Church and 8.6 mi (13.8 km) from Captain Hooks Marina and Dive Center. This smoke-free hotel features ecotours nearby, boat tours nearby, and snorkeling nearby. Recreational activities include bicycle rentals nearby, kayaking nearby, and sailing nearby. Satisfy your appetite at one of the hotel's 2 restaurants. Featured amenities include express check-in, express check-out, and laundry facilities. Free self parking is available onsite. Make yourself at home in one of the 17 individually decorated guestrooms, featuring kitchens with full-sized refrigerators/freezers and ovens. Rooms have private furnished balconies or patios. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Conveniences include microwaves and coffee/tea makers, as well as phones with free local calls.
36 reviews
7.5/10
1 night
From TWD 7,847
Check availability
74
Hotel near Duval,Key West
With a stay at The Key West Hotel, you'll be centrally located in Key West, steps from Duval Street and within a 10-minute walk of Mallory Square. This guesthouse is 0.4 mi (0.6 km) from Florida Keys Beaches and 0.5 mi (0.9 km) from Ernest Hemingway Home and Museum. Take advantage of recreation opportunities including an outdoor pool and bicycles to rent. Additional amenities at this guesthouse include complimentary wireless internet access and concierge services. Take advantage of the guesthouse's room service (during limited hours). The front desk is staffed during limited hours. Make yourself at home in one of the 12 individually decorated guestrooms. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathrooms feature showers with rainfall showerheads and bathrobes. Conveniences include desks and complimentary bottled water, and housekeeping is provided daily.
Great
93 reviews
9.0/10
1 night
From TWD 11,347
Check availability
99+
Hotel near Duval,Key West
With a stay at The Gardens Hotel, you'll be centrally located in Key West, steps from Duval Street and within a 5-minute walk of St. Paul's Episcopal Church. This bed & breakfast is 0.3 mi (0.4 km) from Ernest Hemingway Home and Museum and 0.3 mi (0.5 km) from Tennessee Williams Key West Exhibit. Dip into one of the 2 outdoor pools or enjoy other recreational amenities, which include bicycles to rent. Additional features at this bed & breakfast include complimentary wireless internet access and concierge services. At The Gardens Hotel, enjoy a satisfying meal at the restaurant. Relax with a refreshing drink from the poolside bar or one of the 2 bars/lounges. A complimentary cooked-to-order breakfast is served daily from 8:30 AM to 10:30 AM. Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and luggage storage. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 21 air-conditioned rooms featuring plasma televisions. Your Tempur-Pedic bed comes with Egyptian cotton sheets. Rooms have private furnished balconies or patios. Complimentary wired and wireless internet access keeps you connected, and cable programming provides entertainment. Private bathrooms have deep soaking bathtubs and rainfall showerheads.

"The hotel is very satisfied and meets the name of the Garden Hotel. The front desk service is very good, with you explaining one by one. is that there are fewer breakfast options, and it is recommended to have pictures for people with language barriers. For example, there are four practices for eggs, and I don't understand them at all."
Amazing
105 reviews
9.4/10
1 night
From TWD 7,982
Check availability
53
Hotel near Duval,Key West
With a stay at H2O Suites - Adults Only in Key West (Old Town Key West), you'll be steps from Duval Street and 3 minutes by foot from Key West Butterfly and Nature Conservatory. This hotel is 0.2 mi (0.4 km) from South Beach and 0.3 mi (0.5 km) from Southernmost Point. Don't miss out on recreational opportunities including an outdoor pool and a fitness center. Relax with your favorite drink at the bar/lounge or the poolside bar. Featured amenities include complimentary newspapers in the lobby, dry cleaning/laundry services, and a 24-hour front desk. Self parking (subject to charges) is available onsite. Make yourself at home in one of the 22 individually decorated guestrooms, featuring refrigerators and minibars. Your pillowtop bed comes with premium bedding. Rooms have private balconies or patios. Flat-screen televisions with cable programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms with showers feature complimentary toiletries and hair dryers.

"Hotel location is good, 9 minutes walk from Hemingway's former residence, very close to the iconic photo punching resort, the hotel is new, parking is convenient, the charge is reasonable, the front desk attitude is good."
Amazing
101 reviews
9.6/10
1 night
From TWD 14,717
Check availability
See More Hotels with Private Pools in Monroe County

Frequently Asked Questions

What is the average price of a hotel in Monroe County for this weekend?

According to the latest 12-month data from Trip.com, the average price for a 3-star hotel in Monroe County this weekend is TWD 18,046 per night. For a 4-star hotel, the average cost is TWD 48,773 per night. If you're looking for a luxury experience, 5-star hotels in Monroe County this weekend typically cost TWD 26,067 per night.

How much do hotels in Monroe County cost per night during weekdays?

Based on the latest 12-month data from Trip.com, the average price for a 3-star hotel in Monroe County during weekdays is TWD 14,441 per night. For a 4-star hotel, you can expect to pay around TWD 35,314 per night. If you're looking for a luxury stay, 5-star hotels in Monroe County generally cost TWD 17,090 per night on weekdays.

What are the best places to stay in Monroe County?

Some of the best places to stay in Monroe County are near popular attractions like Seven Mile Bridge, Sunset Key and Sea Bird Marina, offering easy access to key sights and amenities.

What are the top hotels in Monroe County near Seven Mile Bridge?

Some of the top hotels in Monroe County near Seven Mile Bridge include Isla Bella Beach Resort & Spa - Florida Keys (from TWD 6,758), all offering easy access to Seven Mile Bridge, making them ideal for visitors looking to explore the area.

What are the best hotels with a spa in Monroe County?

Plan a peaceful trip? Spa can be a wonderful experience when traveling. Cheeca Lodge & Spa (from TWD 5,259), Fairfield Inn & Suites Key West at the Keys Collection (from TWD 5,031) and Southernmost Beach Resort (from TWD 4,998) provide highly rated spa services.

What hotels in Monroe County provide swimming pools?

Which hotels in Monroe County have the best breakfast?

What hotel deals are available in Monroe County?

Trip.com offers multiple promotions and discounts all year round for both new users and loyal customers . Please check the promotions page to see what promotions are available now on Trip.com.