Key West Hotels with Pool

Not Just Any Hotel – Only the Best Key West Hotels with Pool, Selected for You!

Key West
Feb 22, 2025 - Feb 23, 2025
2 adults, 1 room
Find
Key West Hotels with Pool
Price per night:
Up to 100$
$100 - 200
From $200
Rating:
Excellent 9+
Very good 8+
Good 7+
All ratings
Star rating:
5-stars
4-stars
3-stars
Unrated
8.4
Very good (313)
View map · 1.0 mi City Centre
From
150US$ /per night
8.4
Very good (400)
View map · 1.3 mi City Centre
From
364US$ /per night
8.4
Very good (738)
View map · 0.8 mi City Centre
From
469US$ /per night
8.2
Very good (209)
View map · 0.6 mi City Centre
From
309US$ /per night
8.4
Very good (607)
View map · 1.0 mi City Centre
From
153US$ /per night
8.4
Very good (345)
View map · 1.0 mi City Centre
From
291US$ /per night
8.2
Very good (237)
View map · 0.9 mi City Centre
From
355US$ /per night
8
Very good (367)
View map · 1.8 mi City Centre
From
411US$ /per night
8.2
Very good (197)
View map · 2.2 mi City Centre
From
210US$ /per night
8.6
Excellent (105)
View map · 1.1 mi City Centre
From
201US$ /per night
8.2
Very good (528)
View map · 1.1 mi City Centre
From
205US$ /per night
8.2
Very good (915)
View map · 1.2 mi City Centre
From
256US$ /per night
8.2
Very good (533)
View map · 2.1 mi City Centre
From
397US$ /per night
8.4
Very good (253)
View map · 0.4 mi City Centre
From
227US$ /per night
8.4
Very good (432)
View map · 1.0 mi City Centre
From
205US$ /per night
8.2
Very good (198)
View map · 1.5 mi City Centre
From
354US$ /per night
8.2
Very good (156)
View map · 1.1 mi City Centre
From
130US$ /per night
8.4
Very good (790)
View map · 2.1 mi City Centre
From
399US$ /per night
8.4
Very good (322)
View map · 1.2 mi City Centre
From
469US$ /per night
8.4
Very good (348)
View map · 0.9 mi City Centre
From
213US$ /per night
8.2
Very good (172)
View map · 1.2 mi City Centre
From
168US$ /per night
8.4
Very good (164)
View map · 2.0 mi City Centre
From
250US$ /per night
8.4
Very good (109)
View map · 1.0 mi City Centre
From
399US$ /per night
8.4
Very good (87)
View map · 1.6 mi City Centre
From
245US$ /per night
8.4
Very good (266)
View map · 0.9 mi City Centre
From
190US$ /per night
8.2
Very good (212)
View map · 1.4 mi City Centre
From
330US$ /per night
8.4
Very good (204)
View map · 2.3 mi City Centre
From
330US$ /per night
7.8
Very good (36)
View map · 1.3 mi City Centre
From
365US$ /per night
8.4
Very good (511)
View map · 1.5 mi City Centre
From
302US$ /per night
8.2
Very good (306)
View map · 1.7 mi City Centre
From
158US$ /per night
8.6
Excellent (26)
View map · 2.5 mi City Centre
From
421US$ /per night
8.4
Very good (293)
View map · 1.2 mi City Centre
From
184US$ /per night
8.2
Very good (83)
View map · 1.5 mi City Centre
From
237US$ /per night
8.6
Excellent (155)
View map · 1.0 mi City Centre
From
549US$ /per night
8.4
Very good (116)
View map · 0.8 mi City Centre
From
254US$ /per night
8.4
Very good (61)
View map · 0.8 mi City Centre
From
230US$ /per night
8.2
Very good (534)
View map · 2.1 mi City Centre
From
193US$ /per night
8.4
Very good (153)
View map · 1.5 mi City Centre
From
296US$ /per night
8.4
Very good (115)
View map · 1.3 mi City Centre
From
461US$ /per night
8.6
Excellent (105)
View map · 1.3 mi City Centre
From
531US$ /per night
8.2
Very good (527)
View map · 0.6 mi City Centre
From
217US$ /per night
8.6
Excellent (112)
View map · 1.1 mi City Centre
From
156US$ /per night
8.4
Very good (95)
View map · 1.3 mi City Centre
From
235US$ /per night
8.2
Very good (130)
View map · 2.8 mi City Centre
From
179US$ /per night
8.4
Very good (515)
View map · 0.9 mi City Centre
From
362US$ /per night
8.4
Very good (360)
View map · 0.6 mi City Centre
From
375US$ /per night
8.2
Very good (170)
View map · 1.2 mi City Centre
From
299US$ /per night
8.4
Very good (194)
View map · 1.0 mi City Centre
From
279US$ /per night
8.6
Excellent (158)
View map · 1.2 mi City Centre
From
309US$ /per night
8.4
Very good (79)
View map · 1.2 mi City Centre
From
119US$ /per night
8.4
Very good (157)
View map · 1.1 mi City Centre
From
94US$ /per night
8.2
Very good (188)
View map · 1.3 mi City Centre
From
165US$ /per night
6.8
Good (2)
View map · 1.2 mi City Centre
From
399US$ /per night
8.4
Very good (335)
View map · 3.4 mi City Centre
From
438US$ /per night
8.2
Very good (409)
View map · 0.6 mi City Centre
From
191US$ /per night
8.2
Very good (375)
View map · 0.9 mi City Centre
From
164US$ /per night
8.6
Excellent (43)
View map · 1.4 mi City Centre
From
258US$ /per night
8.4
Very good (230)
View map · 1.1 mi City Centre
From
145US$ /per night
8.4
Very good (1166)
View map · 0.7 mi City Centre
From
109US$ /per night
8
Very good (96)
View map · 1.3 mi City Centre
From
215US$ /per night

Discover Your Perfect Stay

Nestled at the southernmost tip of the continental United States, Key West is a tropical paradise renowned for its stunning sunsets, rich history, and vibrant culture. While the island offers plenty of activities to explore, having a peaceful retreat to unwind at the end of the day is essential. For travelers seeking the ultimate relaxation experience, Key West hotels with pools provide a perfect blend of comfort and luxury.

From charming boutique hotels to larger resorts, the options for accommodations with pools are plentiful in Key West. Many properties feature beautiful outdoor spaces, inviting overlooks, and lush gardens, creating an oasis for guests to enjoy. Whether you want to take a refreshing dip after a day of exploring, sip a cocktail poolside, or simply bask in the sun, choosing a hotel with a pool elevates your vacation experience.

In addition to their relaxing ambiance, Key West hotels with pools often offer unique amenities and services. Some hotels boast swim-up bars, poolside cabanas, and organized activities that make lounging even more enjoyable. With the convenience of staying close to your own private water retreat, you can truly immerse yourself in the laid-back island lifestyle while making the most of your Key West adventure.

Name of hotel Accommodation Rating Price, $
Ambrosia Key West

8.9 / 10

(765 Reviews)

From 299US$
Truman Hotel

8.8 / 10

(3162 Reviews)

From 224US$
Blue Marlin Motel

8.8 / 10

(4752 Reviews)

From 168US$
Silver Palms Inn

8.8 / 10

(3424 Reviews)

From 139US$
Fairfield Inn & Suites By Marriott Key West

7.2 / 10

(1215 Reviews)

From 254US$
8.9
Excellent (765)

Ambrosia Key West

3
622 Fleming St
Ambrosia Key West is a picturesque hotel set within the charming residential part of the island, boasting historic architecture and modern amenities. The hotel features a refreshing pool surrounded by luscious gardens, making it a serene retreat for guests. Each room in this distinctive establishment is uniquely designed with eclectic decor, reflecting the artistic spirit of Key West. Guests can enjoy complimentary bicycles for exploring the island along with an engaging atmosphere, perfect for unwinding. The warm and inviting staff ensures that all visitors feel at home while providing personalized recommendations for exploring local attractions. As a unique option among Key West hotels with pool, Ambrosia Key West guarantees a delightful stay filled with character.

From

299US$ /per night
8.8
Excellent (3162)

Truman Hotel

3
611 Truman Avenue
The Truman Hotel is steeped in history and nestled in the center of Key West, making it an ideal location for guests seeking historical charm. The hotel offers a beautiful outdoor pool surrounded by lush landscaping, perfect for relaxation after exploring nearby landmarks. The rooms are elegantly styled with a blend of modern features and classic touches, maintaining the essence of old Key West. The hotel is conveniently located near the Ernest Hemingway Home and Museum, adding depth to your visit. With a welcoming atmosphere and dedicated staff, Truman Hotel ensures guests have a memorable stay. As one of the Key West hotels with pool, the Truman Hotel encapsulates the island's history while providing modern comfort.

From

224US$ /per night

Boutique Key West Hotels with Pool

When you think of a getaway to Key West, boutique hotels often come to mind, characterized by unique charm and personalized service. These hotels not only offer comfortable accommodations but also feature picturesque pools that enhance the island's serene atmosphere. Each property in this section provides a tranquil escape where guests can unwind by the pool between adventures. Expect a blend of coastal decor, lush landscaping, and that quintessential island vibe at these selected Key West hotels with pool. Whether you're traveling solo or as a couple, these boutique options serve as a perfect base for exploring all that Key West has to offer. Here are our picks for boutique hotels that combine style with leisure.

8.8
Excellent (4752)

Blue Marlin Motel

2
1320 Simonton Street
The Blue Marlin Motel offers a budget-friendly and relaxed atmosphere perfect for travelers looking to explore Key West without overspending. The hotel features a sparkling outdoor pool that invites guests to relax after a day of sightseeing. Each room comes equipped with microwaves and refrigerators, making it convenient for families and budget-conscious travelers. Located just a short distance from Duval Street and other local attractions, the motel provides easy access to dining and entertainment. The friendly staff is eager to assist guests with recommendations and activities to enhance their stay. At Blue Marlin Motel, you can enjoy an inviting stay within the category of Key West hotels with pool without stretching your budget.

From

168US$ /per night
8.8
Excellent (3424)

Silver Palms Inn

3
830 Truman Avenue
Silver Palms Inn is a stylish and affordable option for travelers visiting Key West. This budget-friendly hotel features a pristine outdoor pool surrounded by palm trees and lush greenery, providing a relaxing atmosphere for guests looking to unwind. Rooms are modern and equipped with essential amenities, ensuring comfort without the high price tag. The hotel provides complimentary breakfast and has a friendly staff committed to providing excellent service during your stay. Additionally, Silver Palms is conveniently located near local attractions and the beach, making it easy to explore the island without needing a car. As a top choice among Key West hotels with pool, Silver Palms Inn combines comfort and affordability seamlessly.

From

139US$ /per night

Family-Friendly Key West Hotels with Pool

Traveling with family requires careful consideration of accommodations that cater to the needs of all ages, especially when it comes to finding Key West hotels with pool. In this section, we present family-friendly hotels that provide ample activities, spacious rooms, and, of course, refreshing pools. These selections ensure both kids and parents can enjoy quality time together while relaxing and having fun. With convenient locations and amenities tailored for family enjoyment, these hotels make your Key West family vacation memorable. Check out these great options that cater to the whole family!

7.2
Good (1215)

Fairfield Inn & Suites By Marriott Key West

3
2400 North Roosevelt Boulevard
Fairfield Inn & Suites By Marriott Key West is a fantastic option for travelers seeking comfort at an affordable price. The hotel offers a lovely outdoor pool area, perfect for relaxing after a busy day of exploring the island. Modern rooms are equipped with essential amenities, including complimentary breakfast and a fitness center, catering to a variety of guest needs. Its convenient location provides easy access to popular attractions while being slightly off the main thoroughfare for added tranquility. The friendly staff goes above and beyond to ensure a pleasant stay for all guests. With its combination of comfort and affordability, it’s no wonder that Fairfield Inn & Suites is a respected contender among Key West hotels with pool.

From

254US$ /per night
8.2
Very good (609)

Hyatt Centric Key West Resort & Spa

4
601 Front Street
Hyatt Centric Key West Resort & Spa is a luxurious sanctuary that embodies tropical sophistication. This resort features a stunning waterfront pool with panoramic views of the Gulf of Mexico, perfect for sunset watching. Guests can indulge in the spa amenities or dine at the on-site restaurant, which specializes in fresh local fare. The resort's prime location allows easy access to popular attractions while providing a peaceful retreat when needed. Spacious rooms boast modern design and elegant furnishings, making this hotel a desirable option for a refined getaway. As one of the Key West hotels with pool, the Hyatt Centric guarantees relaxation and rejuvenation.

From

583US$ /per night

Resort-Style Key West Hotels with Pool

For travelers seeking luxurious amenities and recreational offerings, resort-style Key West hotels with pool provide an exceptional getaway. These hotels go beyond accommodations, offering a wealth of on-site activities and services that enhance the overall vacation experience. Guests can enjoy lush pool areas, spas, dining options, and various recreational facilities all in one location. This section highlights resorts that exemplify comfort, leisure, and adventure, ensuring that your stay in Key West is revitalizing and exciting. Discover these resort-style hotels that make relaxation a top priority.

9
Excellent (490)

The Inn On Fleming

3
1016 Fleming St.
The Inn On Fleming offers a charming, intimate environment for travelers in search of a true Key West experience. This adult-only inn features a gorgeous outdoor pool surrounded by tropical trees and lush landscaping, ideal for leisurely afternoons. Each guest room is beautifully appointed, exuding a combination of elegance and comfort that invites relaxation. Guests can enjoy complimentary breakfasts and happy hours by the pool, adding to the convivial atmosphere. This cozy inn is just a short walk from renowned attractions, allowing guests to enjoy both tranquility and adventure. The Inn On Fleming stands out among Key West hotels with pool for its welcoming vibe and personalized hospitality.

From

347US$ /per night
8
Very good (944)

Duval Inn

3
511 Angela Street
The Duval Inn is a captivating boutique hotel located just steps away from the vibrant Duval Street. This intimate setting offers a heated outdoor pool surrounded by tropical gardens, which beckons guests to relax in the sun. Each room is uniquely decorated, showcasing the rich history and character of Key West while providing modern amenities for a comfortable stay. The pool area serves as a social hub, perfect for mingling with fellow guests after a day of exploration. A complimentary breakfast enhances your morning routine before heading out to enjoy the island. With its prime location and charming atmosphere, Duval Inn is an excellent choice among Key West hotels with pool.

From

168US$ /per night

Adults-Only Key West Hotels with Pool

If you’re planning a romantic getaway or simply a peaceful retreat without the hustle and bustle of family distractions, adults-only Key West hotels with pool present the perfect solution. These hotels cater specifically to adults, providing serene environments suited for relaxation, romance, and rejuvenation. In this section, we highlight chic, adults-only accommodations with inviting pool areas ideal for an intimate experience. Each hotel offers unique features tailored to those seeking a superb escape focused on tranquility and relaxation. Explore these choices for a relaxing escape in the very heart of Key West!

8.3
Very good (294)

Courtyard By Marriott Key West Waterfront

3
3031-41 North Roosevelt Boulevard
The Courtyard By Marriott Key West Waterfront provides a seamless blend of comfort and family-oriented amenities. Families will appreciate the large outdoor pool that features a children's section, perfect for younger swimmers. The hotel offers spacious rooms equipped with modern conveniences and balconies that are ideal for family gatherings. Guests can enjoy a complimentary breakfast and explore the lovely waterfront location, which serves as a scenic backdrop for family photos. Additionally, the hotel’s proximity to local attractions ensures that entertainment is only a short drive away. With its family-friendly features, the Courtyard By Marriott stands out among Key West hotels with pool.

From

184US$ /per night
7.4
Good (699)

Doubletree By Hilton Grand Key Resort

4
3990 S. Roosevelt Blvd
Doubletree By Hilton Grand Key Resort is a family-friendly oasis nestled amidst tropical gardens. Known for its impressive lagoon-style pool, children and adults alike can enjoy splashing around or lounging in the sun. The hotel offers spacious rooms and provides poolside cabanas that families can take advantage of after a day of fun. On-site dining options cater to all tastes, making it convenient for families to enjoy meals without traveling far. There's also a complimentary shuttle service to transport guests to nearby attractions, ensuring that adventure is just around the corner. As a standout among Key West hotels with pool, the Doubletree By Hilton makes family vacations a breeze.

From

200US$ /per night

Budget-Friendly Key West Hotels with Pool

Traveling to Key West doesn’t have to break the bank, and there are several budget-friendly options that still offer enjoyable experiences with inviting pools. These hotels provide comfortable accommodations without sacrificing quality or essential amenities. In this section, we highlight affordable hotels that feature pools where guests can relax and refresh during their stay. Perfect for travelers looking to save while still enjoying the beautiful surroundings of Key West, these Key West hotels with pool prioritize value and comfort. Check out these cost-effective choices for your next getaway!

7.4
Good (2189)

Ibis Bay Resort

3
3101 North Roosevelt Boulevard
Ibis Bay Resort is a vibrant, tropical-themed resort that captures the essence of Key West living. Guests can take advantage of the stunning outdoor pool that features a sandy beach area, allowing for a relaxed and playful atmosphere. This resort not only offers comfortable accommodations but also a range of activities such as snorkeling, paddleboarding, and kayaking right from the property. The on-site restaurant serves delicious meals and cocktails, providing convenience and enjoyment for all guests. The friendly staff is dedicated to ensuring each visitor has an unforgettable experience while staying at the hotel. As part of the exceptional Key West hotels with pool, Ibis Bay Resort offers both fun and relaxation for all who visit.

From

331US$ /per night

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