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Kid-Friendly Hotels in Key West Historic District

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Featured Key West Historic District Family Hotels

Silver Palms Inn

Silver Palms Inn

3.5 out of 5
830 Truman Ave Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular ...
Silver Palms Inn
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
Pier House Resort & Spa
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the helpful staff in our reviews. ...
Hyatt Centric Key West Resort and Spa
Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
1030 Eaton St Key West FL
Fully refundableReserve now, pay when you stay
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Fitch Lodge - Key West Historic Inns
Heron House Court - Adult Only

Heron House Court - Adult Only

3 out of 5
412 Frances St Key West FL
Stay at this guesthouse in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the breakfast and the pool in our reviews. ...
Heron House Court - Adult Only
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
1004 Duval St Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
Orchid Key Inn - Adults Only
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
512 Truman Ave Key West FL
Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool ...
Almond Tree Inn Hotel - Adults Only
Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort

4 out of 5
Zero Duval St. Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this spa resort in Key West. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
Ocean Key Resort - A Noble House Resort
Island City House Hotel

Island City House Hotel

3 out of 5
411 William Street Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, a rooftop terrace, and daily housekeeping. Our guests praise the pool and the helpful staff in our reviews. ...
Island City House Hotel
NYAH Key West - Adults Only

NYAH Key West - Adults Only

3 out of 5
420 Margaret Street Key West FL
Fully refundableReserve now, pay when you stay
Stay at this guesthouse in Key West. Enjoy free breakfast, 3 outdoor pools, and a rooftop terrace. Our guests praise the pool and the helpful staff in our reviews. ...
NYAH Key West - Adults Only
Eden House

Eden House

3.5 out of 5
1015 Fleming St Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. ...
Eden House
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street Key West FL
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the helpful ...
The Marker Key West Harbor Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels with Pools in Key West Historic District

Silver Palms Inn

Silver Palms Inn

3.5 out of 5
830 Truman Ave Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.2/10 Wonderful! (1,001 reviews)
The breakfast omelette in the pool was very delicious. Not to be missed.

Reviewed on Nov 16, 2025

Silver Palms Inn
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
8.2/10 Very Good! (1,184 reviews)
Lovely rooms heated pool and hot tub. Friendly accommodating staff Walking distance to all area attractions

Reviewed on Nov 16, 2025

The Southernmost Inn - Adults Only
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St Key West FL
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (1,005 reviews)
Everyone was so friendly and helpful. The outside environment was absolutely amazing the paths the pool greenery just unspeakable.. wow and the spa massage omg.. loved it food was great the tours excellent and the roosters crowing lol💕

Reviewed on Nov 17, 2025

Pier House Resort & Spa
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels With Connecting Rooms in Key West Historic District

Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns

3.5 out of 5
1030 Eaton St Key West FL
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Fitch Lodge - Key West Historic Inns
Duval Inn

Duval Inn

3 out of 5
511 Angela Street Key West FL
Stay at this guesthouse in Key West. Enjoy free breakfast, free WiFi, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Duval ...
Duval Inn
Eden House

Eden House

3.5 out of 5
1015 Fleming St Key West FL
Stay at this hotel in Key West. Enjoy free WiFi, in-room massages, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. ...
Eden House
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.