Upper Harbor Key Pet Friendly Vacation Rentals
864 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $958/Night
For 7 Nights US $6,708
2798.62 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Villa
- Private Beach
- Oceanfront
- Hot Tub
US $811/Night
For 7 Nights US $5,676
1 Bedroom
1 Bathroom
Ocean View
Villa
- Private Pool
- Oceanfront
- Hot Tub
US $1,097/Night
For 7 Nights US $7,678
700 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Ocean View
- Balcony/Terrace
US $536/Night
For 7 Nights US $3,752
2228.13 ft²
10 Guests
5 Bedrooms
4 Bathrooms
House
- Pet Friendly
- Parking
- Air Conditioner
US $304/Night
For 7 Nights US $2,128
1800 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $303/Night
For 7 Nights US $2,123
398.26 ft²
18 Guests
33 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Pet Friendly
US $458/Night
For 7 Nights US $3,206
1152 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $258/Night
For 7 Nights US $1,807
721.18 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Resort
- Private Beach
- Oceanfront
- Hot Tub
US $269/Night
For 7 Nights US $1,884
1300 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $360/Night
For 7 Nights US $2,523
US $189/Night
For 7 Nights US $1,323
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $445/Night
For 7 Nights US $3,114
Why Choose Rent By Owner for your Upper Harbor Key Pet Friendly Vacation Rentals?
What makes our Pet Friendly Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Upper Harbor Key
How to Book Your Upper Harbor Key Pet Friendly Vacation Rentals
What's our booking process?
Our platform allows you to browse a curated selection of pet friendly vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Upper Harbor Key
Common Pet Friendly Vacation Rentals Amenities
What amenities can you expect?
Our Pet Friendly Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Upper Harbor Key Pet Friendly Vacation Rentals Frequently Asked Questions
1. What are the top Pet Friendly Rentals in Upper Harbor Key?
There are a lot of options in Upper Harbor Key. If you plan on staying in the Upper Harbor Key area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Pet Friendly Rentals in Upper Harbor Key:
- Waterfront Beach Houses with Dock & Heated Pool!
- Big Pine Key Waterfront Home: Boating, Sunrises, Sunsets; Relax in Paradise!
- Night jasmine oceanfront vacation house
- LIVING IN BEAUTIFUL PARADISE
- Paradise in the lower KEYS!
- New pool & Huge master suite! Open water views , 2 stories of wrap around decks
- Incredible~Ocean Views~ramp-dock-hot tub. Stay 14 days get up to 14 more FREE!
- Beautiful, 2100 sq ft 3/2 w/ocean views & easy ocean & gulf access.
- "Canal-Front Paradise in Big Pine Key-Relax &Explore the keys"
- Waterfront home with a large dock, pool, and deck area. Can accommodate pets.
2. How many Pet Friendly Rentals are available in Upper Harbor Key?
Currently, the total number of properties listed by RBO in 2026 is over 553 in the Upper Harbor Key area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Pet Friendly Rentals in Upper Harbor Key.
More Rentals You May Like Near Upper Harbor Key
379.97 ft²
38 Guests
29 Bedrooms
11 Bathrooms
Free Cancellation
Resort
- Private Beach
- Oceanfront
- Fireplace/Heating
US $216/Night
For 7 Nights US $1,509
990 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Ocean View
- Balcony/Terrace
- View
US $221/Night
For 7 Nights US $1,549
1150 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $349/Night
For 7 Nights US $2,444
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $189/Night
For 7 Nights US $1,324
889 ft²
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $203/Night
For 7 Nights US $1,423
1353 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $357/Night
For 7 Nights US $2,497
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $223/Night
For 7 Nights US $1,564
1577 ft²
7 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Pool
US $745/Night
For 7 Nights US $5,214
1250 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $231/Night
For 7 Nights US $1,615
864 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,010/Night
For 7 Nights US $7,067
864 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Hot Tub
- Pool
US $430/Night
For 7 Nights US $3,008
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Cottage
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $411/Night
For 7 Nights US $2,878
