The Best Pet-friendly Hotels in Summerland Key, FL from AED 413 in 2026

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Our top choices for Summerland Key pet-friendly hotels

A covered deck with chairs and umbrellas overlooking a beach.

1. Parmer's Resort

Summerland Key

Natalie

AED 748 total

includes taxes & fees

1 Dec - 2 Dec

A thatched-roof building with a sign for 'Look Reef Resort' and 'Tiki Bar'.

2. Looe Key Reef Resort

Summerland Key

Stephen

AED 682 total

includes taxes & fees

20 Nov - 21 Nov

3. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

Cudjoe Key

Cheryl V.

AED 1,528 total

includes taxes & fees

13 Nov - 14 Nov

4. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

Cudjoe Key

AED 1,843 total

includes taxes & fees

17 Nov - 18 Nov

5. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

Cudjoe Key

Elena S.

AED 1,404 total

includes taxes & fees

20 Nov - 21 Nov

6. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

Cudjoe Key

jim b.

AED 1,594 total

includes taxes & fees

13 Nov - 14 Nov

A small, single-story building with a blue exterior, a white door, and a red 'R' sign indicating a restaurant.

7. Kelly's Kabin - Adorable Private Summerland Key Cottage

Summerland Key

Dennis G.

AED 1,757 total

includes taxes & fees

14 Nov - 15 Nov

A covered outdoor deck with a sofa and table, overlooking a marina with boats and palm trees.

8. Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key

Joseph L.

AED 1,930 total

includes taxes & fees

14 Nov - 15 Nov

9. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape

Cudjoe Key

Jennifer S.

AED 1,742 total

includes taxes & fees

13 Nov - 14 Nov

10. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Cudjoe Key

Suzanne T.

AED 1,699 total

includes taxes & fees

13 Nov - 14 Nov

View all properties

Top Summerland Key Hotel Reviews

Parmer's Resort

Summerland Key

10/10 Excellent

Michael

A wooden deck with a swing chair and a view of a lake.

Starlight Serenity - Hideaway w Stunning Views

Summerland Key

10/10 Excellent

max

A wooden deck leading to a pool area with a building in the background.

Douglas House - Adults Only

Old Town Key West

10/10 Excellent

Anthony

A two-story building with a balcony, white columns, and hanging flower baskets.

Artist House Key West

Key West Historic District

10/10 Excellent

Anonymous traveler

A white house with blue shutters, a front porch, and potted plants.

The Gardens Hotel

Old Town Key West

10/10 Excellent

Anonymous traveler

A poolside area with lounge chairs, umbrellas, and a pergola.

Ella's Cottages - Key West Historic Inns

Old Town Key West

10/10 Excellent

Cara

A covered outdoor seating area with a sofa, chairs, and a coffee table, surrounded by palm trees and a view of the beach.

Isla Bella Beach Resort & Spa

Marathon

10/10 Excellent

Lindsay

A spacious living room with a balcony, a ceiling fan, and a large window offering a view of the ocean.

The Laureate Key West

New Town

10/10 Excellent

We stayed two nights in the 3-bedroom suite. Everything, from the moment of arrival, was top rate. The front desk attendant was in contact with me via text to ensure a smooth and efficient check in before arrival and was a great help with local recommendations at check in. Departure took 30 seconds yet the desk attendant took the time to ask how everything was, if I needed anything, wished me well, etc. The suite was beautiful appointed and the furniture very functional and comfortable. Our...

Shannon

A hotel with a swimming pool, balconies, and a view of the sea.

Hyatt Centric Key West Resort and Spa

Key West Historic District

10/10 Excellent

Lisa

A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

Opal Key Resort & Marina, Key West

Old Town Key West

10/10 Excellent

Jose

A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

The Marker Key West Harbor Resort

Key West Historic District

10/10 Excellent

John

A two-story building with a covered entrance, palm trees, and a bench outside.

Winslow's Bungalows - Key West Historic Inns

Old Town Key West

10/10 Excellent

I absolutely loved our experience at the Winslow’s! Absolutely beautiful and private. The staff was so sweet, welcoming and accommodating. Their text messaging service is prompt and efficient. Our first night the ac was doing a weird sound and we couldn’t sleep. The very next morning, Sonia gave us a new room and it was perfect ! Their front desk person, Jessie was great as well. He helped us get our bikes. For my husband’s birthday, they gave us a bottle of wine to celebrate ! The breakfast was...

Christa

A white building with green shutters and a white picket fence.

Ridley House - Key West Historic Inns

Key West Historic District

10/10 Excellent

Bob

A narrow brick pathway flanked by large potted plants and a pink wall.

The Key West Hotel

Key West Historic District

10/10 Excellent

Rob

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a view of the ocean.

Hampton Inn Key West FL

Key West

10/10 Excellent

Karen

Frequently Asked Questions

How many hotels that accept pets will I find in Summerland Key?

Frolic with your furry friend at one of Expedia's 29 Summerland Key accommodations that accept pets.

What's the best time of year to travel to Summerland Key with my pet?

When you travel with your pet, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Summerland Key is 35 inches.

What is there to see and do with your pet in Summerland Key?

See the local sights and visit top attractions like Florida Keys Beaches. While you're there, make sure you don't miss Upper Sugarloaf Key and Venture Out Keys.

What's the best pet-friendly place to stay in Summerland Key?

Sugarloaf Key Hotel at KOA Resort is a top hotel for people traveling with their pets, and offers a private beach and in-room kitchenettes for its human guests. Other good choices for you and your pet include Parmer's Resort and Looe Key Reef Resort.

Find Pet-friendly Hotels in Summerland Key, FL

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Summerland Key pet-friendly hotels

1. Parmer's Resort

2. Looe Key Reef Resort

3. Pet-Friendly Keys Cottage at Plankton's Palace - Pool, Patio & Gated Access

4. 2BR, 2BA Cudjoe Key Home with pool, hot tub, and patio.

5. Affordable Dog Friendly Keys Retreat in Venture Out Near Key West

6. Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West

7. Kelly's Kabin - Adorable Private Summerland Key Cottage

8. Canal front, dockage, 2 bedroom, 2 bath

9. Waterfront 2BR/2BA with 35' Dock – Island Breeze Keys Escape

10. Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Top Summerland Key Hotel Reviews

Parmer's Resort

10/10 Excellent

Frequently Asked Questions

How many hotels that accept pets will I find in Summerland Key?

What's the best time of year to travel to Summerland Key with my pet?

What is there to see and do with your pet in Summerland Key?

What's the best pet-friendly place to stay in Summerland Key?