Stays in Key West

115 reviews

Adults-only inn with a sun terrace and downtown Key West access

Why guests love it

The Porch on Frances Inn is adults-only, so it is not a stay for families traveling with children; parents planning a Key West trip with kids should book elsewhere. For adults, it is a small downtown inn with air-conditioned rooms, walk-in showers and a sun terrace. A coffee shop, outdoor seating and bicycle parking make the town easy to explore by bike, and a shuttle, concierge and tour desk help with plans. A 9.4 score across 115 reviews shows guests leave satisfied.

285 reviews

Historic adults-only inn with a heated pool and a lively bar on Duval Street

Why guests love it

Orchid Key Inn is adults only, so I would not suggest it for a stay with children, whatever its labels say. For couples or friends traveling without kids, it is a strong choice on historic Duval Street: a heated pool with a hot tub, an on-site bar and a continental breakfast every morning. Rooms have a flat-screen TV and a Keurig coffee machine, and some suites add a spa bath. Guests rate it 9.4 out of 10 over 285 reviews.

298 reviews

Historic adults-only inn with a pool, hot tub, and daily breakfast

Why guests love it

This is an adults-only inn, so I would not recommend it for a family trip with children, and I say so plainly. For couples and friends it makes sense: guests rate it 9.4 across 298 reviews, and it is a short walk from the Ernest Hemingway House and Museum. The outdoor pool, hot tub and sun deck are on site, a continental breakfast is included, and a happy hour offers free drinks.

166 reviews

Garden oasis with a pool, hot tub, and sun terrace in Key West

Why guests love it

The Mermaid & the Alligator is listed as adults-only, so families with children should look elsewhere in Key West. For couples, it scores 9.3 out of 10 across 166 reviews. The year-round outdoor pool, the hot tub, the sun terrace and the garden make a calm base, and rooms are air-conditioned with garden views. South Beach, the Ernest Hemingway Home and Museum and Duval Street are close by. I recommend it to adults who want a garden-focused stay near Old Town.

179 reviews

Adults-only hotel on Duval Street with a pool and entertainment

Why guests love it

La Te Da is an adults-only hotel for guests aged 21 or older, on Duval Street in Key West, so it is not a choice for a family with children. A restaurant, a bar and an outdoor swimming pool are on site, with evening entertainment and a concierge service. Rooms have a flat-screen TV, free toiletries and a hairdryer. Guests rate it 9.1 from 179 reviews.

993 reviews

Historic adult-only inn with four pools and charming cottages

Why guests love it

Simonton Court is an adults-only inn, so I would not suggest it to families with children; it suits couples and friends looking for calm in Key West. Four outdoor pools spread through the property and its garden, a light continental breakfast is included, and bicycles can be hired for exploring the island. Rooms have a refrigerator and a balcony or patio, and WiFi is free. Duval Street and the Ernest Hemingway Home and Museum are close by. A 9.1 from 993 reviews is an outstanding score.

98 reviews

Adults-only oasis with two pools and live jazz in the gardens

Why guests love it

The Gardens Hotel is adults-only, so families traveling with children will need another base in Key West. For adults, it offers two outdoor pools and rooms with private balconies or patios, plus free Wi-Fi, bicycle hire and massage services. Live jazz plays in the gardens every Sunday evening, and Duval Street is about a minute's walk away, so the town is right there without the noise coming in. The 9.1 score across 98 reviews is strong.

2,942 reviews

Beachfront property with a pool, hot tub, and family-friendly amenities

Why guests love it

The Capitana Key West sits on the beach with a private beach area, so families can spend the morning on the sand without leaving the property. The year-round outdoor pool is there for the afternoon, and family rooms and kitchenettes are available for those who need more space or want to prepare simple meals. Rooms have air-conditioning and balconies with sea views, and the restaurant, bar and coffee shop cover every meal.

925 reviews

Apartments with kitchens, balconies, and a year-round pool in Key West

Why guests love it

Apartments with full kitchens, separate living rooms and private balconies make Windward Pointe an easy Key West base for families: children can nap while parents sit outside. The outdoor pool is open year-round, there is a hot tub, and the barbecue area makes a relaxed dinner simple. Bicycle hire is available on site, and fishing, scuba diving and parasailing are close by for older kids. A 9.0 score is excellent.

2,291 reviews

Adults-only inn with a pool, tropical garden, and historic charm

Why guests love it

Douglas House accepts adults only, so I would not send families with children here; it suits couples or friends looking for a quiet base in Key West. The shared outdoor pool sits in a tropical garden, and rooms have a microwave, a refrigerator and coffee-making facilities for simple breakfasts. The Ernest Hemingway Home and Museum and the Southernmost Point are a short walk away, and pets are accepted. A score of 9 from 2,291 reviews is excellent.

778 reviews

Historic Key West hotel with outdoor pool and Victorian-inspired rooms

Why guests love it

I would choose Island City House for a Key West stay that wants Victorian character with a kitchen. Rooms are Victorian-inspired with hardwood floors, a seating area and a kitchen, and guests rate the hotel 9.0 across 778 reviews, a score I trust. An outdoor pool, a garden and free WiFi are on site, and the Key West seaport is a short walk away.

3,466 reviews

Boutique hotel with an outdoor pool and modern rooms, some with patios

Why guests love it

Truman Hotel is a boutique hotel close to South Beach and Duval Street in Key West, so families can walk to the water and the main street. The outdoor pool and sun deck with poolside seating make an easy afternoon break from the Florida sun. Rooms have wood floors and private patios, some with a refrigerator, and a continental breakfast is served daily. WiFi is free. Guests rate it 8.9 from 3,466 reviews.

595 reviews

Art Deco charm with a pool and hot tub in Old Town Key West

Why guests love it

Eden House is an Art Deco hotel in Old Town Key West, family-owned since 1975, and I find its calm, non-smoking setting suits families who want a quieter base. The pool, hot tub and sundeck sit among tropical gardens, a pleasant spot for children between outings. Duval Street is within walking distance, and bicycle rentals make it easy to explore the island together. An 8.8 score from 595 reviews is very good for an independent hotel.

768 reviews

Adults-only inn with a pool, hot tub, and complimentary wine and cheese hour

Why guests love it

Paradise Inn is adults-only, so I would not suggest it to families travelling with children: they cannot stay here. It does suit parents on a trip without the kids, or adult children travelling with older parents. The landscaped grounds with brick paths and a lotus pond feel calm, the outdoor pool has a fountain and there is a hot tub. The free continental breakfast and the wine and cheese hour add to that. An 8.8 score from 768 reviews is very good.

3,354 reviews

Historic Key West inn with an outdoor pool and private balconies

Why guests love it

Silver Palms Inn & Historic Homes sits in historic Key West, a short walk from the Ernest Hemingway Museum, so families can explore Old Town on foot. The outdoor pool is a cool break between outings, and every room has a private balcony, a microwave and a refrigerator, practical for snacks and simple meals. A complimentary continental breakfast is served, and covered parking spares families the search for a space.

499 reviews

Adults-only bed and breakfast with a hot tub and tropical garden

Why guests love it

Seascape Tropical Inn is an adults-only bed and breakfast, so I would not suggest it to families with children: they cannot stay here. It does suit parents on a trip without the kids. The hot tub, two sun terraces and tropical garden make a calm retreat just off Duval Street, and The Ernest Hemingway Home and Museum is a short walk away. Each morning brings a deluxe continental breakfast with champagne mimosas. An 8.7 score from 499 reviews is very good.

238 reviews

Historic boutique inn with a heated pool and tropical garden in Old Town

Why guests love it

Ella's Cottages is a boutique historic inn in Old Town Key West, and its tropical garden and heated outdoor pool give it a quiet center after a day on foot. Rooms and suites have hardwood floors, a flat-screen cable TV and a mini-fridge, WiFi is free and a continental breakfast is served by the pool. Pets are welcome and the property has spa and wellness facilities. Guests rate it 8.6 from 238 reviews.

248 reviews

Historic boutique hotel with a pool, close to Duval Street

Why guests love it

Walking distance to Duval Street, museums and water sports is what I would highlight for families at Ridley House, part of Key West Historic Inns. The outdoor pool gives children a break between outings, a continental breakfast is served every morning, and pets are welcome. Rooms are air-conditioned with free WiFi. As a small historic boutique inn, it feels more intimate than a large resort, so it suits calm families best. Guests rate it 8.6 out of 10 over 248 reviews.

27 reviews

Pet-friendly inn with a pool and private entrances in downtown Key West

Why guests love it

I would pick Creme Brulee Suite for a family that wants a small inn in central Key West. Guests rate it 8.5 across 27 reviews. Rooms have private entrances, city views, a refrigerator, a microwave and a tea and coffee maker, and there is an outdoor pool, a garden and a patio with a barbecue. Simonton Street Beach and Mallory Square are close by, and pets are welcome.

616 reviews

Pet-friendly cabins with sea views and kitchenettes at Hurricane Hole Marina

Why guests love it

Private cabins with a kitchenette and a balcony over sea views are what make Aqua Lodges at Hurricane Hole Marina interesting for families: the space feels like your own little base rather than a hotel room. A refrigerator and microwave cover breakfasts and snacks. The family-friendly restaurant serves American food with gluten-free options, useful for children with dietary needs, and there is a terrace and outdoor dining area. Pets are accepted. An 8.5 score from 616 reviews is very good.

2,386 reviews

Historic Key West hotel with a heated pool and pet-friendly amenities

Why guests love it

The heated pool and the daily continental breakfast are why I would put The Palms Hotel on a family list for Key West. Some rooms add a kitchenette and a seating area, which helps with younger children, and there is a picnic area with barbecue facilities for an easy dinner outdoors. Bicycles can be rented on site, a good way to explore the island together, and pets are welcome. WiFi is free. An 8.5 from 2,386 reviews is a very good score.

135 reviews

Apartments with kitchens, two pools, and marina access in Key West

Why guests love it

Coconut Mallory Resort and Marina is built for families who need more room than a standard hotel room gives. The apartments come with fully equipped kitchens and private balconies, so breakfast and quiet evenings stay simple. Two outdoor pools and a hot tub keep the downtime varied, and the on-site bicycle and water sports rentals make it easy to get moving without arranging anything beforehand. Direct access to Coconut Mallory Marina is a plus for anyone drawn to the water around Key West.

1,236 reviews

Historic bungalows with three pools and lush gardens in Key West

Why guests love it

Winslow's Bungalows has three swimming pools, so children rarely have to share a busy one, and the landscaped gardens are full of hammocks and swings. A continental breakfast is included each morning, and every room has a small refrigerator for drinks and snacks. Duval Street and the Southernmost Point are within walking distance, which makes evenings and photo stops easy without a car. Pets are welcome, so the family dog can join the trip.

630 reviews

Historic Key West hotel with a heated pool and poolside bar

Why guests love it

I would choose the Lighthouse Hotel for a Key West stay in a historic building with a pool. It sits opposite the Ernest Hemingway Home and Museum, and guests rate it 8.4 across 630 reviews, a score I trust. An outdoor heated pool and a poolside bar are on site, a complimentary continental breakfast is included, and rooms have free WiFi and private bathrooms. Bicycle rentals are available, and pets are welcome.

1,240 reviews

Heated pool with ocean views and a complimentary breakfast

Why guests love it

I would point families here for the heated pool with ocean views, which keeps children happy on days when the beach feels like too much effort. The free buffet breakfast each morning and the shuttle to Key West Airport remove two small logistical headaches. Rooms come with a microwave and a small refrigerator, handy for snacks and milk, and some have a balcony. Pets are accepted, and the poolside restaurant keeps dinner simple.

40 reviews

Adult-only hotel with balconies, a pool, and free bikes in Key West

Why guests love it

I have to be clear for families: The Saint Hotel is an adults-only property in central Key West, so it does not take children. For a couples' trip or an adult family getaway, guests rate it 8.3 across 40 reviews. Rooms are air-conditioned with balconies, the outdoor swimming pool is open all year beside a sun terrace, and bicycles are free to borrow. An American restaurant, a bar and a fitness centre are on site.

372 reviews

Beachfront hotel with a heated pool and hot tub on the Gulf of Mexico

Why guests love it

Its waterfront setting on the Gulf side of Key West is what families will notice first, along with an outdoor heated pool and a hot tub for evenings back at the hotel. Laundry facilities help after beach days, the 24-hour reception handles late arrivals, and rooms include free WiFi, cable TV and coffee facilities. A fitness center is on site. Guests rate it 8.2 out of 10 from 372 reviews, and I would book it for a relaxed island stay.

18 reviews

City-centre inn with balconies, a pool, and pet-friendly rooms

Why guests love it

I would choose this Classic King Balcony room at The James House for a couple or a small family that wants a central inn in Key West. Guests rate it 7.9 across 18 reviews. Rooms have private entrances, city-view balconies, air-conditioning, a refrigerator and a washing machine, which is handy after beach days. An outdoor swimming pool and a garden are on site, and local attractions are close by.

13 reviews

Air-conditioned rooms with private patios and an outdoor pool in Key West

Why guests love it

I would pick The Green Room at the Grand Maloney for a couple or a small family that wants to walk everywhere in Key West. Guests rate it 7.8 across 13 reviews. Rooms are air-conditioned with private entrances, a patio and city views, and the inn has an outdoor swimming pool and a garden. Simonton Street Beach and Mallory Square are within walking distance, and WiFi is free throughout.

9 reviews

King bed aparthotel with balcony, pool, and sun terrace in Key West

Why guests love it

An outdoor swimming pool, a sun terrace and a garden are the shared spaces at Curry House in Key West, where Room 8 sits on the third floor with a king bed and a private balcony. Free WiFi, air conditioning and a private entrance are included. With one king bed, the room suits a couple or a parent with a small child rather than a family of four, and the 7.4 rating from only nine reviews gives little to go on, so I would keep expectations simple.