Book pet friendly vacation rentals in Summerland Key

Experience a delightful stay in pet-friendly vacation homes in Summerland Key

Pet-friendly vacation homes in Summerland Key offer a unique opportunity to create lasting memories with your furry companions while basking in the beauty of this tropical paradise. Nestled among stunning beaches and lush landscapes, these rentals provide the perfect backdrop for outdoor adventures and relaxation. With ample space for both pets and families, you can enjoy quality time together, whether it's lounging on the beach or exploring local parks. Embrace the laid-back island vibe and discover the joys of a vacation that includes your beloved pets, creating a truly unforgettable getaway.

Our top choices for a great stay

The Hemingway - Beach Houses Key West

The Hemingway - Beach Houses Key West

Stay at this vacation home in Summerland Key. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach are located nearby.
9.8/10 Exceptional! (7 reviews)
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The Hemingway - Beach Houses Key West
Florida Keys Beach Getaway

Florida Keys Beach Getaway

Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach are located nearby.
9.8/10 Exceptional! (26 reviews)
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Florida Keys Beach Getaway
**BLUE HORIZON @ SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…

**BLUE HORIZON @ SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…

Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Florida Keys Beaches and Upper Sugarloaf Sound are located nearby.
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**BLUE HORIZON @ SUGARLOAF SHORES** Waterfront Home & Pool + LAST KEY SERVICES…
Waterfront Beach Houses with Dock & Heated Pool!

Waterfront Beach Houses with Dock & Heated Pool!

Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and a garden. Popular attractions Big Pine Key Flea Market and Blue Hole are located nearby.
9.8/10 Exceptional! (59 reviews)
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Waterfront Beach Houses with Dock & Heated Pool!
Beach Getaway in the Florida Keys

Beach Getaway in the Florida Keys

Stay at this vacation home in Summerland Key. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Florida Keys Beaches and Sugarloaf Beach are located nearby.
8.2/10 Very Good! (7 reviews)
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Beach Getaway in the Florida Keys
Tree Top Paradise

Tree Top Paradise

Book a stay at this family-friendly vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Florida Keys Beaches and Venture Key are located nearby.
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Tree Top Paradise
The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!

The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!

Stay at this vacation home in Summerland Key. Enjoy laundry facilities, patios, and satellite TV channels. Popular attractions Florida Keys Beaches and Venture Key are located nearby.
9/10 Wonderful! (4 reviews)
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The Blue Pearl: Spacious Open Water Retreat, Stunning Sunsets, Boat Bar, Room for Everyone & Fido!
Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel

Stay at this vacation home in Summerland Key. Enjoy free WiFi, laundry facilities, and patios. Popular attractions Blue Hole and Crab Key are located nearby.
9.6/10 Exceptional! (56 reviews)
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Torchview Lookout- Secluded Waterfront Retreat With 240’ Dock On Niles Channel
Just 20 miles from Key West! Oceanfront, dockage, swimming pool

Just 20 miles from Key West! Oceanfront, dockage, swimming pool

$486 nightly
The price is $539 total per night from Aug 14 to Aug 15
$539 total
Aug 14 - Aug 15
Total includes taxes and fees
Stay at this vacation home in Summerland Key. Enjoy laundry facilities, patios, and cable/satellite TV service. Our guests praise the property condition in our reviews. Popular attractions Florida Keys Beaches and Venture Key are located nearby.
8.2/10 Very Good! (114 reviews)
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Family Retreat is a pet friendly home. A pet fee and approval of your pet is required.

Family Retreat is a pet friendly home. A pet fee and approval of your pet is required.

Stay at this vacation home in Summerland Key. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Florida Keys Beaches and Upper Sugarloaf Key are located nearby.
9.4/10 Exceptional! (77 reviews)
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Family Retreat is a pet friendly home. A pet fee and approval of your pet is required.
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.

Why choose Pet-Friendly Getaways over hotels in Summerland Key?

For travelers seeking a retreat that embraces both family and furry companions, pet-friendly getaways in Summerland Key offer unparalleled benefits compared to traditional hotel stays. Vacation homes that allow pets provide ample space for everyone to stretch out, relax, and enjoy quality time together. Unlike hotels, where pets are often confined to smaller areas, these private rentals for pet owners feature yards or nearby parks perfect for playtime. Furthermore, you can prepare meals at your leisure, creating a home-like atmosphere that enhances comfort. With the added advantage of direct access to outdoor fun, such as beach strolls and nature trails, these family and pet vacation homes elevate your travel experience, ensuring everyone—two-legged and four-legged—feels right at home. Embrace the freedom and joy of a pet-friendly retreat, where cherished memories with your loved ones are just a paw-some adventure away!