Floridarentalvacations - Vacation Rentals in Upper Harbor Key

Price

Guests

More Filters

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From $223

         

10.0 (25 Reviews)

House

Your Best Fishing And Relaxing Experience! 2/2 Waterfront Home

• Air Conditioner
• Parking
• TV

• Florida
• Little Torch Key

View Availability

From $304

         

|

9.6 (2 Reviews)

House

Pelico Paradise

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Sugarloaf Key

View Availability

From $130

         

10.0 (10 Reviews)

House

111 m² House ∙ 2 bedrooms ∙ 6 guests

• 1194 ft² House
• Air Conditioner
• Parking
• TV

• Florida
• Ramrod Key

View Availability

From $888

         

|

10.0 (1 Review)

Villa

Atlantic View Luxury Villa with Pool

• Parking
• Pet Friendly
• Pool

• Florida
• Cudjoe Key

View Availability

From $327

         

9.6 (106 Reviews)

House

Tropical Island Paradise W/Open Water Views!

• Air Conditioner
• Parking
• Pool

• Florida
• Cudjoe Key

View Availability

From $804

         

|

1.0 (1 Review)

Villa

Luxury OceanView Friendly Villa Near Key West

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Cudjoe Key

View Availability

From $308

         

|

10.0 (9 Reviews)

House

158 m² House ∙ 3 bedrooms ∙ 8 guests

• 1700 ft² House
• Air Conditioner
• Parking
• Pool

• Florida
• Little Torch Key

View Availability

From $230

         

8.6 (258 Reviews)

Cottage

Old Wooden Bridge Resort and Marina

• Air Conditioner
• Parking
• Pet Friendly

• Big Pine Key
• Punta Brisa

View Availability

From $245

         

9.4 (163 Reviews)

House

Comfortable Waterfront Vacation Rental minutes from key west w boat dock 35 ft

• Air Conditioner
• Parking
• Pool

• Florida
• Cudjoe Key

View Availability

From $7,000

         

New

Apartment

Florida Keys /Big Pine Key/ Dear Haven

• Air Conditioner
• Parking

• Florida
• Big Pine Key

View Availability

From $425

         

10.0 (6 Reviews)

House

136 m² House ∙ 4 bedrooms ∙ 10 guests

• 1463 ft² House
• Air Conditioner
• Parking
• Pool

• Cudjoe Key
• Cutthroat Harbor Estates

View Availability

From $278

         

|

9.8 (438 Reviews)

Hotel

Sugarloaf Key Hotel at KOA Resort

• Air Conditioner
• Parking
• Pool

• Florida
• Sugarloaf Key

View Availability

From $176

         

8.6 (163 Reviews)

Cottage

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Cudjoe Key

View Availability

From $311

         

|

New

House

Red Grouper Getaway

• Air Conditioner
• Parking
• Pet Friendly

• Cudjoe Key
• Cutthroat Harbor Estates

View Availability

From $309

         

9.2 (100 Reviews)

House

Springs Venture Out Dolphin House (#386) with beautiful open water views

• Air Conditioner
• Parking
• Pool

• Florida
• Cudjoe Key

View Availability

From $811

         

|

10.0 (3 Reviews)

Villa

Ocean View with Pool, 4 bedroom Vila Near Key West

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Cudjoe Key

View Availability

From $235

         

9.0 (142 Reviews)

Cottage

Quaint cottage, pool, dockage just minutes to Key West!

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Cudjoe Key

View Availability

From $310

         

10.0 (3 Reviews)

House

key Deer Retreat/direct gulf access/hot tub

• Parking
• Pet Friendly
• Security/Safety

• Big Pine Key
• Doctor's Arm

View Availability

From $260

         

10.0 (12 Reviews)

House

"Canal-Front Paradise in Big Pine Key-Relax &Explore the keys"

• Air Conditioner
• Parking
• Pet Friendly

• Big Pine Key
• Port Pine Heights

View Availability

From $875

         

|

10.0 (1 Review)

House

Mermaid Magic by Last Key Realty

• Parking
• Pool
• Security/Safety

• Florida
• Cudjoe Key

View Availability

From $356

         

8.8 (146 Reviews)

House

Cudjoe Cottages, swimming pool, just 20 miles from Key West

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Cudjoe Key

View Availability

From $826

         

|

9.4 (16 Reviews)

Villa

OCEANIA. water front cottage retreat ~

• Air Conditioner
• Parking
• Pool

• Florida
• Cudjoe Key

View Availability

From $314

         

9.6 (4 Reviews)

House

7 Seas Bring your boat. This is a pet friendly home. A pet fee and approval of your pet is required.

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Little Torch Key

View Availability

From $528

         

10.0 (60 Reviews)

Cottage

Waterfront Cozy Cottage with Boat Ramp & Dock!

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Little Torch Key

View Availability

★ Pro Tip: Floridarentalvacations makes it easy to compare the best listings on Floridarentalvacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Floridarentalvacations homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Upper Harbor Key.