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Vacation rentals with a patio in Sugarloaf Key

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Top-rated patio rentals in Sugarloaf Key

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Home in Cudjoe Key

4.9 out of 5 average rating, 40 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

Rental unit in Key West

5 out of 5 average rating, 8 reviews

Downtown KeyWest 2Bed Oceanfront

This is a great unit with large balcony. Sunset Harbor is perfectly located in downtown Key West. Walk along the boardwalk/head to Duval Street only a couple blocks away. The resort has pool, hot tub, grills for use during your stay. There are laundry facilities free of charge. There are NO daily resort fees, parking is extra. Each unit has a King sized bed , Queen sized bed, and sofa bed. Specific units are assigned by front desk. No guarantee about floor but all 2 bedrooms have ocean views.

Cottage in Cudjoe Key

4.92 out of 5 average rating, 101 reviews

King Master, 2BR, 2BA, 35' Seawall, SUP, Kayaks

Updated, waterfront, 2BR, 2BA with King Master and a 35' seawall.Bring your boat!Fully stocked kitchen w stainless appliances. So much to do here for up to 6 at this family friendly, quiet resort-Venture Out, a gated,secure community. Fishing, lobstering, oversized pool, children's pool, hot tub, pickleball, tennis and basketball courts.Rec center. Bike, kayak, and SUPs.Between Key West(20Mi)and Marathon, this property and area is not to be missed! Free WIFI; Both bedrooms and LR have Roku TVs.

Tiny home in Big Pine Key

4.86 out of 5 average rating, 135 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 Key West

4.87 out of 5 average rating, 270 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.

Guesthouse in Big Pine Key

4.83 out of 5 average rating, 12 reviews

Captain's Hideout

Peaceful Getaway. 1acre with picturesque views, this beautiful & cozy 1bedroom is perfect for those seeking solitude and nature. Key deer are frequent guests along with an Iguana, Box Turtle, Dolphins and sometimes a visit from the Manatees. Seagulls, Pelicans, White Ibis, Cormorant, and more beautiful birds will amuse you & add to the experience of a life time. The Ocean is 35 ft from your door with a boat house, cleaning station & private boat launch for the the avid fisherman as well.

Home in Upper Sugarloaf Key

4.91 out of 5 average rating, 69 reviews

Lighthouse - Bungalows Sugarloaf Beach Key West

THE BEST TIME OF THE YEAR TO VISIT IS NOW!!!! TEMPERATURE IS AMAZING AND SEAWEED IS AT A MINIMUM. Our amazing Lighthouse is a 2 bed 1 bath Loft Bungalow sitting just a few feet from our private beach. The master bedroom loft is accessed by a spiral stair, and has a beautiful bird’s eye view of the Atlantic Ocean. Our cozy nautical inspired living room leads outside to an exterior deck facing the beach perfect for peaceful mornings relaxing and sipping your coffee or cocktails.

Villa in Marathon

4.91 out of 5 average rating, 232 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, 127 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

4.9 out of 5 average rating, 61 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.

Condo in Key West

5 out of 5 average rating, 55 reviews

Gorgeous Ocean View in Paradise

This is paradise! Wake up to a gentle breeze and birds singing just outside your condo. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Yellowfin Bar & Kitchen on premises.

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Popular amenities for Sugarloaf Key patio rentals

Free parking on premises

Air conditioning

Apartment rentals with a patio

Rental unit in Marathon

5 out of 5 average rating, 11 reviews

#1 Island Hideaway 89 - OCEAN FRONT

Rental unit in Key West

New place to stay

Downtown Apartment in Key West

Rental unit in Key West

4.96 out of 5 average rating, 26 reviews

Waterfront Condo with Slip & Pool in Key West

Rental unit in Big Pine Key

4.7 out of 5 average rating, 20 reviews

Apartment in Big Pine

Rental unit in Marathon

4.96 out of 5 average rating, 49 reviews

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Rental unit in Key West

4.91 out of 5 average rating, 65 reviews

Penthouse in Paradise

House rentals with a patio

Home in Marathon

5 out of 5 average rating, 27 reviews

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

Home in Big Pine Key

4.92 out of 5 average rating, 13 reviews

key Deer Retreat/direct gulf access/hot tub

Home in Marathon

5 out of 5 average rating, 11 reviews

Seaside Sunrise. Newly remodeled waterfront

Home in Cudjoe Key

4.89 out of 5 average rating, 18 reviews

Pelican's Roost, Waterfront comfort at Venture Out

Home in Key West

4.94 out of 5 average rating, 69 reviews

Gone Coastal

Home in Cudjoe Key

4.79 out of 5 average rating, 24 reviews

Wonderful Chalet - 20 miles from Key West

Home in Cudjoe Key

4.85 out of 5 average rating, 26 reviews

Lower Keys Paradise

Home in Key Colony Beach

4.99 out of 5 average rating, 82 reviews

Captain’s Quarters Ahoy Mateys! Florida, Keys

Condo rentals with a patio

Condo in Key West

4.98 out of 5 average rating, 56 reviews

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Condo in Duck Key

4.92 out of 5 average rating, 72 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

4.94 out of 5 average rating, 69 reviews

Holiday Escape – Pool, Marina, Tiki Bar!

Condo in Marathon

4.86 out of 5 average rating, 22 reviews

Paradise @ MM61 - Waterfront 1 BR / 1 Bath Condo

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