Title: Sugarloaf Key Pet-friendly Vacations 2026 | Expedia.com ![](https://images.trvl-media.com/place/6270983/d55f2489-0176-4d5a-82e3-d6afdd04d6e6.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Sugarloaf Key Pet-friendly Vacations ## Book a Pet-friendly Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to $1,045 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place ## Top Pet-friendly vacation packages in Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Solé Miami, A Noble House Resort](https://images.trvl-media.com/lodging/3000000/2810000/2803900/2803820/ff03be62_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Solé Miami, A Noble House Resort Ocean Four Save 100% on your flight $630 per person May 14 - May 20 found 2 days ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.6/10 Excellent! (2,052 reviews) The bed hotel in Miami Reviewed on Mar 11, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $10,441 per person May 14 - May 20 found 2 days ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $2,598 per person May 14 - May 20 found 2 days ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,464 reviews) This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again! Reviewed on Mar 7, 2026 ![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villas At Hawks Cay Resort Save 100% on your flight $1,983 per person Apr 29 - May 6 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8.4/10 Very Good! (170 reviews) Property was clean and staff were helpful. Would stay again. Reviewed on Mar 11, 2026 ![Tranquility Bay Beachfront Hotel and Resort](https://images.trvl-media.com/lodging/1000000/120000/117100/117099/854776a0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Tranquility Bay Beachfront Hotel and Resort Save 100% on your flight $1,149 per person May 23 - May 28 found 1 day ago Roundtrip flight included Newark Liberty Intl. Airport (EWR) to Miami (MIA) 8.8/10 Excellent! (1,003 reviews) We had such a wonderful stay at Tranquility Bay Resort in Marathon, Florida! This was the perfect place for a family getaway. The property is absolutely beautiful — the charming white buildings give it such a clean, coastal feel and everything is so well maintained. Our family especially loved the beach and the pool area. The pools were great for relaxing and for the kids to enjoy, and the beach was peaceful and perfect for soaking up the Florida sunshine. Everything felt very clean, cute, and welcoming. If you’re looking for a relaxing spot in the Florida Keys that’s family-friendly and beautiful, I would highly recommend staying here. We made some great memories and would definitely come back! Reviewed on Mar 12, 2026 Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 5\* Pet-friendly vacations in Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Cheeca Lodge & Spa Matecumbe Save 100% on your flight $1,550 per person Apr 29 - May 6 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.2/10 Wonderful! (1,299 reviews) We did not use the spa services, we may have been able to barely see a small portion of the ocean out a window Reviewed on Mar 12, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $10,441 per person May 14 - May 20 found 2 days ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $2,598 per person May 14 - May 20 found 2 days ago Roundtrip flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,464 reviews) This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again! Reviewed on Mar 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 3 Night Pet-friendly vacations in Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Villas At Hawks Cay Resort](https://images.trvl-media.com/lodging/100000000/99930000/99920100/99920083/8638cc9f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Villas At Hawks Cay Resort Save 100% on your flight $823 per person May 4 - May 7 found 1 day ago Roundtrip flight included Philadelphia (PHL) to Miami (MIA) 8.4/10 Very Good! (170 reviews) Property was clean and staff were helpful. Would stay again. Reviewed on Mar 11, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $6,549 per person Apr 18 - Apr 21 found 2 days ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![1 Hotel South Beach](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5c0d327a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### 1 Hotel South Beach South Beach Save 100% on your flight $1,751 per person Apr 18 - Apr 21 found 2 days ago Roundtrip non-stop flight included Boston (BOS) to Miami (MIA) 9.4/10 Exceptional! (1,464 reviews) This hotel is so beautiful and the staff is so kind and accommodating. The pool and beach areas are stunning, the food is delicious, the rooms are spacious, the beds are so comfortable, and the location is perfect. It’s the best hotel experience I’ve ever had, and I can’t wait to go back again! Reviewed on Mar 7, 2026 Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Pet-friendly vacations in Sugarloaf Key Price found within the past 48 hours. Click for updated prices. ![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/4743fa46_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Creekside Inn $600 per person May 28 - Jun 1 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 7.8/10 Good! (1,027 reviews) It’s totally sufficient for the type of hotel. Older but clean. Great location Reviewed on Mar 9, 2026 ![The Retreat Collection at 1 Hotel & Homes South Beach](https://images.trvl-media.com/lodging/13000000/12320000/12316600/12316590/e518a34f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Retreat Collection at 1 Hotel & Homes South Beach South Beach $9,186 per person May 21 - May 25 found 1 day ago Roundtrip flight included Boston (BOS) to Miami (MIA) 8/10 Very Good! (1 review) ![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Key West Hotel Key West Historic District Save 100% on your flight $1,385 per person May 28 - Jun 1 found 1 day ago Roundtrip non-stop flight included Boston (BOS) to Key West (EYW) 9.2/10 Wonderful! (534 reviews) Excellent location on Duval st. Would definitely stay here again. Reviewed on Mar 13, 2026 Don't see what you're looking for? See all available trips from Columbus to Sugarloaf Key [View all trips](https://expedia.com/go/package/search/FlightHotel/2026-04-13/2026-04-20/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=MIA&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## Top Pet-friendly Sugarloaf Key Hotels ![Sugarloaf Key Hotel at KOA Resort](https://images.trvl-media.com/lodging/102000000/101140000/101135800/101135765/afeef809_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sugarloaf Key Hotel at KOA Resort 251 Co Rd 939 Summerland Key FL - 10 min drive from Florida Keys Beaches This oceanfront hotel is pet-friendly (fees apply) and offers amenities such as food and water bowls. 9.8/10 Exceptional! (505 reviews) Fabulous quiet hotel looking out at the water, marina and RV park. Our Room was like a 1 bedroom condo with a beautiful big balcony. Beautiful Kitchen, indoor and outdoor dining seating. Sofabed in the living room. Beautiful bathroom with big walk in shower. Wonderful pool and hot tub, an outdoor ... Reviewed on Mar 12, 2026 [](https://expedia.com/Sugarloaf-Key-Hotels-Sugarloaf-Key-Hotel.h101135765.Hotel-Information) ![Florida Keys Beach Getaway](https://images.trvl-media.com/lodging/58000000/57660000/57655000/57654981/ce21f184_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Florida Keys Beach Getaway Sugarloaf Key FL - 3 min walk from Florida Keys Beaches Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach ... 9.8/10 Exceptional! (28 reviews) The Online Property Manager almost pushed us to ask for a refund by telling us about loud dock construction between the hours of 10am -2pm every day immediately after he secured our final payment for the trip. Thankfully Tom who is the onsite manager was amazing and had the construction stopped for ... Reviewed on Oct 3, 2025 [](https://expedia.com/Sugarloaf-Key-Hotels-Palms-Resort-At-Sugarloaf-Grey-House.h57654981.Hotel-Information) ![Beach Getaway in the Florida Keys](https://images.trvl-media.com/lodging/49000000/48230000/48220200/48220112/1b64e26d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Beach Getaway in the Florida Keys SUGARLOAF KEY FL - 3 min walk from Florida Keys Beaches Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach ... 8.4/10 Very Good! (7 reviews) Amazing! Amazing property and views. Tom was great and very helpful with places to go and things to do. Will definitely recommend!! Reviewed on Mar 21, 2023 [](https://expedia.com/Sugarloaf-Key-Hotels-Beach-House-At-Sugarloaf-Key-W430ft-Dock-5ft-Drft.h48220112.Hotel-Information) [See all 3,479 properties in Sugarloaf Key](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=183126) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. 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](https://expedia.com/Sugarloaf-Key.d183126.Destination-Travel-Guides)[ Things to do in Sugarloaf Key ](https://expedia.com/Things-To-Do-In-Sugarloaf-Key.d183126.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save even more - get up to 20% on select hotels when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app