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Vacation rentals with a patio in Cudjoe Key

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Top-rated patio rentals in Cudjoe Key

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Home in Cudjoe Key

4.9 out of 5 average rating, 39 reviews

Cozy 2 br/2 bath home in Cudjoe

Discover a slice of Floridian paradise in our charming 2b/2bath located in Venture Out community, Cudjoe Key. Two bedrooms and an outdoor patio promise relaxation, while community amenities such as a pool, tennis courts, and kids' playground are available. A place to experience the laid-back Florida lifestyle and create unforgettable memories. Book your stay with us today and come live the dream in Cudjoe Key! ****Upon entry, there is a one-time community fee paid at the gate check-in: $125.

Condo in Key West

4.94 out of 5 average rating, 114 reviews

Fully renovated 2/2 bath condo w/ shared pool!

**Brand New Listing** Welcome to Captains Choice - The NICEST Unit at Sunrise Suites Key West, unit 302. Tropical winds, sunset views and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo "Captain's Choice". Highlights include: Smart TVs in each room Keurig New stainless Kitchen/appliances In-unit, full size washer/dryer Located near restaurants, a convenience store, & Smathers Beach End unit One parking space, free of charge

Tiny home in Big Pine Key

4.85 out of 5 average rating, 130 reviews

Cheerful Tiny House in the Florida Keys

Enjoy your trip to the keys by staying at this wonderful tiny house, surrounded by nature and deers! This is a hidden gem in the keys for your relaxation, enjoyment. Cozy and roomy space for the whole family! The Tiny house is located in the small Breezy Pines RV Resort. It has everything you would need during your trip. Outdoor patio area with rattan sofa and armchairs, grill offer an additional comfort for incredible vacation! it has everything for your nice and comfy stay close to Key West!

Vacation home in Cudjoe Key

4.8 out of 5 average rating, 30 reviews

Casa Del Sol 2/2 sleeps 6

Enjoy our little piece of paradise! Casa Del Sol is a cozy 820 square foot home that has everything you want for the perfect tropical vacation: Water views, a private 35- foot seawall with boat bumpers, cleats and fish cleaning station direct open water access to the Gulf of Mexico or Atlantic Ocean. Access to the wonderful amenities at Venture Out, with a heated 80-foot pool with Jacuzzi and Kiddie Pool, tennis, basketball, bocce & pickle ball courts, lagoon, marina and convenience market.

Vacation home in Key West

4.87 out of 5 average rating, 268 reviews

Historic Cigar House. 3rd floor Suite W/Kitchen

This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

Home in Cudjoe Key

4.92 out of 5 average rating, 12 reviews

Oceanside home 107,dock,kayaks,bikes,pool,fishing,

This luxurious home overlooking the Atlantic Ocean is part of Sunrise Beach Resort, an exclusive gated community built in 2007 with only 10 other homes. This is #107 and I also rent adjacent homes 111 and 109 in case you need more than one. We are 120 feet from the water's edge facing Southwest. Lounge in your private hammock or enjoy the gorgeous tropical landscaping and cool breezes on the balconies or poolside, where you can sun, fish or boat from the docks. Key West is 17 miles away.

Home in Cudjoe Key

4.86 out of 5 average rating, 70 reviews

Spanish Queen @Venture Out

Experience the beautiful Florida Keys and stay at the popular Venture Out Private Community at Cudjoe Key. Newly furnished two-bedroom, 2 bath stilt home checks all the boxes for the ultimate Florida Keys Vacation. Sun- filled open floor plan allows family to spend the their precious time together cooking and entertaining. Two-2 person kayaks and 4 bikes included *** Please note that guests must pay a resort entry fee of $125 directly to security upon entry into the park***

Villa in Marathon

4.9 out of 5 average rating, 220 reviews

New Aqua Lodge 2Beds 1 Bath with Full Kitchens

This hip spot is the new thing in lodging. Aqua Lodge is all the modern amenities while being on the water. Full kitchens, flat screen tv's, wi-fi , pool, bikes, sunset beach. We have it all right at your finger tips. You can sleep up to 5 people comfortably. We have great air conditioning and big showers. The deck is furnished with a dining table for those romantic outdoor dinners in the moonlight. We also have a sunset beach area for the best sunsets in the Florida keys!

Townhouse in Key West

4.91 out of 5 average rating, 125 reviews

Poolside Cottage #411

Welcome! This beautiful cottage is located in the Coconut Mallory Resort & Marina on the eastern end of Key West. This secluded, waterfront oasis includes outdoor pools, hot tub, on-site marina and boat dock. There's also a new bar & grill, Gumbo's, in the resort. When you want to get out and explore KW, you're only minutes from beaches, the Seaport and world famous Duval Street! Bikes, kayaks, paddle boards and golf carts can be rented locally

Camper/RV in Big Pine Key

4.93 out of 5 average rating, 58 reviews

Having fun in the lower Keys

Enjoy the lovely setting of this romantic spot in nature. Big Pine Key is in the center of the lower Keys just 35 miles from Key West making it convenient to all the tourism and night life adventure the Keys have to offer while simultaneously being far enough away to allow for an off the beaten path relaxing experience. I have left several destinations for diving , fishing and/or great spots to just relax and take in the sun.

Home in Cudjoe Key

4.92 out of 5 average rating, 13 reviews

Betty's Place

Welcome to our charming 2-bedroom, 2-bathroom getaway, nestled in the tropical surroundings of Cudjoe Key, which is located 20 miles from Key West, the most southern point in the United States. This cozy retreat offers the perfect blend of comfort and convenience, ideal for couples, families or a group of friends looking to explore the beauty of the Florida Keys.

Home in Marathon

4.89 out of 5 average rating, 104 reviews

Beautiful Renovated Home in Marathon, FL

Cozy home centrally located in the heart of Marathon with a ton of parking space for a boat or RV... Stay at ease in this family friendly neighborhood with lots of fun nearby (within 10 minutes) such as Sombrero Beach, FL Keys Aquarium, public boat ramp, kayaking, diving, restaurants and more!!! Licensed and inspected by the City of Marathon, Lic.#VACA-21-409

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Popular amenities for Cudjoe Key patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Rental unit in Key West

4.95 out of 5 average rating, 19 reviews

Key West Condo with Pool & Boat Slip Access

Rental unit in Marathon

5 out of 5 average rating, 10 reviews

#1 Island Hideaway 89 - OCEAN FRONT

Rental unit in Key West

Coconut Mallory Resort - Charming 2 Bdrm Key West

Rental unit in Tavernier

4.86 out of 5 average rating, 50 reviews

Ocean Pointe 2309 with Ocean Views

Rental unit in Key West

Henry's Penthouse On The Ocean

Rental unit in Marathon

4.96 out of 5 average rating, 48 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Rental unit in Key West

5 out of 5 average rating, 8 reviews

Downtown KeyWest 2Bed Oceanfront

Rental unit in Tavernier

4.97 out of 5 average rating, 34 reviews

2 Bed 2 Bath Remodeled Condo!

House rentals with a patio

Home in Marathon

5 out of 5 average rating, 26 reviews

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

Home in Marathon

4.91 out of 5 average rating, 11 reviews

1 Free Night-Ask Us How - Tropical Private Home

Home in Marathon

5 out of 5 average rating, 8 reviews

Salty kisses beach house

Home in Marathon

4.96 out of 5 average rating, 24 reviews

Florida Keys Oceanside Utopia

Home in Marathon

5 out of 5 average rating, 11 reviews

Seaside Sunrise. Newly remodeled waterfront

Home in Marathon

4.94 out of 5 average rating, 17 reviews

Oasis Canal-Front Home: Pool, Dock, BBQ, and more!

Home in Marathon

4.98 out of 5 average rating, 59 reviews

Sombrero beach oasis,great location,many amenities

Home in Marathon

4.87 out of 5 average rating, 31 reviews

Luxe Waterfront Keys Cottage- with Jacuzzi

Condo rentals with a patio

Condo in Marathon

4.93 out of 5 average rating, 73 reviews

10% off November! Pool, Minutes to sombrero beach

Condo in Key West

4.98 out of 5 average rating, 55 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Condo in Duck Key

4.91 out of 5 average rating, 69 reviews

Villa 5087 on Duck Key BOAT SLIP available

Condo in Marathon

5 out of 5 average rating, 11 reviews

Oceanside Spacious Studio Escape

Condo in Marathon

4.95 out of 5 average rating, 20 reviews

Paradise Palms 1B/2B Desk; Pool; Balcony

Condo in Marathon

5 out of 5 average rating, 3 reviews

*NEW* Kokomo Views-Pool/Beach

Condo in Marathon

5 out of 5 average rating, 5 reviews

Marathon 2BR Villa on Lovely Waterfront Resort

Condo in Marathon

4.86 out of 5 average rating, 22 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

Quick stats about vacation rentals with a patio in Cudjoe Key

Total rentals
170 properties
Nightly prices starting at
$90 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
150 properties are a good fit for families
Pet-friendly rentals
60 properties allow pets
Rentals with a pool
130 properties have a pool

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