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Cottage vacation rentals in Florida Keys

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Top-rated cottage rentals in Florida Keys

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Cottage in Cudjoe Key

4.91 out of 5 average rating, 133 reviews

ATLANTIS...Ocean Front Cottage Retreat!

ATLANTIS~An ocean front cottage retreat! Completely remodeled, direct ocean-front cottage offers everything you'll need for the perfect getaway. Boat dock (25ft), HD TVs, washer & dryer, S/S appliances & gas cooking! Complimentary kayaks & bikes plus access to all the Venture Out Residential Condominium Community amenities: heated pool, Jacuzzi, kiddie pool, tennis, basketball & bocce courts, ocean bay swimming area, marina w/fuel, boat ramps & wash station, and a convenience market on-site!

Dec 9 – 16

R16,147 ZAR per night

Cottage in Florida

4.82 out of 5 average rating, 174 reviews

Gateway to the Everglades, The Cottage

The Cottage is located about 45 min. South-West of Downtown Miami in the Redland Farming district along the eastern boarder of the Everglades National Park. Roughly the size of a two-bedroom apartment, it stands alone in the south-east corner of the property. Surrounded by trees, and many types of orchids, Bromeliads, and other exotic plants. Privet, and off the beaten path, the Cottage is perfect for those who wish to stay away from town, yet be close for day trips to most all attractions.

Mar 25 – Apr 1

R2,580 ZAR per night

Cottage in Ochopee

4.99 out of 5 average rating, 111 reviews

The Cypress Cottage!

Welcome to the Cypress Cottage! A home designed with sportsmen & nature enthusiast in mind. Whether you are exploring inland in Big Cypress or Navigating through the Everglades & Ten-Thousand Islands you'll have a comfortable place to re-charge with panoramic views of mangrove jungle. Cypress Cottage offers parking for (4) vehicles with room left over for your boat or kayak trailer. Our dock offers the perfect place to keep your boat so you can make the most of your Everglades Adventure.

Jul 14 – 21

R6,929 ZAR per night

Cottage in Miami

4.89 out of 5 average rating, 120 reviews

Coconut Grove - 1925 Historic Water Tower

The 1925 Water Tower is a cozy and welcoming home. This piece of Coconut Grove history has been completely remodeled to include all modern amenities. The home includes 1 loft bedroom and a living, dining, kitchen and bath area on the first floor. Full size sofa bed suitable for 1 adult or 2 children ONLY (strictly enforced). Roku connected TV (no cable). Short walk to Coconut grove restaurants, marina and shops but car recommended to explore the city. Free Parking. Snacks and coffee/creamer.

Jul 12 – 19

R2,371 ZAR per night

Cottage in Key Largo

4.96 out of 5 average rating, 146 reviews

Charming Key Largo Cottage on the Water w/Kayaks!

Charming "Tiny House" Cottage on a main canal just two units from open water. Amazing location for boaters, fisherman and alike. This is a quaint and close knit RV park where you can keep to yourself or wander around and enjoy happy hour with new local friends. Bar none the best kayak, paddle board and fishing area. Two Tandem (each kayak accommodates two people) Kayaks and two paddle boards included in rental. Great outdoor space to dock your boat, fish off of or enjoy a few cocktails!

Sep 30 – Oct 7

R6,648 ZAR per night

Cottage in Naples

4.99 out of 5 average rating, 165 reviews

Sandy Cove Cottage/Sandy Cove Villa near the beach

Sandy Cove is one bedroom, one bathroom Cottage located only 10 minutes from Downtown Naples, beaches, 5th Ave, fine dining and world-class art galleries. Sandy Cove Cottage is next to the Hamilton Harbor Yacht club, & within walking distance to beautiful Naples Bay. Only a short bike ride to the Naples Botanical Gardens, Sudgen Park, & East Naples Park- Home of the Pickleball Championship! Sandy Cove Cottage is fully furnished, just bring your clothes and settle in for some fun in the sun!

Jun 6 – 13

R2,850 ZAR per night

Cottage in Miami

4.92 out of 5 average rating, 150 reviews

Ocho Cottage Street

Cottage in backyard of Old Spanish home in tropical historic Little Havana /Shenandoah. Small and cozy with kitchenette. Most comfortable for 3 adults or family w/small kids. Q size bed in bdrm, twin daybed with trundle in small liv room. Backyard with patio table and umbrella for sitting outside.Safe, urban neighborhood .Walk to Calle Ocho , Easy drive to Brickell, Key Biscayne.Miami Beach. Family friendly and fun location for anyone. Free street parking but no campers please. No smoking!

Oct 10 – 17

R1,671 ZAR per night

Cottage in Miami

4.87 out of 5 average rating, 430 reviews

Private studio/bath. Nice location!

This private studio is located in the detached back section of the main family house. It sounds like a cozy and convenient place to stay! Please see amenities section for detailed list. The location is also fantastic, just 15 minutes by car from Miami Beach and Downtown Miami. Additionally, there are nice restaurants in the area. And the best part? The neighborhood is safe, friendly, and quiet. In summary, this private studio provides all the essentials for a comfortable stay in Miami.

Aug 20 – 27

R1,188 ZAR per night

Cottage in Islamorada

4.85 out of 5 average rating, 128 reviews

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

Tucked away in the vibrant Florida Keys, is our pristine paradise. We are located in the heart of Islamorada, where the weather is always gorgeous, the fishing never disappoints, and the sunsets are mesmerizing. If you are seeking a relaxing get away, look no further. On site, you will have the luxury of renting your own private boat. Boat rentals are 20% off for guests! Unfortunately, we do not have spare slips for private boats at this time. A 5% lodging tax will be charged on arrival.

Sep 16 – 23

R3,244 ZAR per night

Cottage in Little Torch Key

4.91 out of 5 average rating, 146 reviews

Waterfront Cozy Cottage with Boat Ramp & Dock!

Welcome to Paradise! Stay in the amazing Keys and beautiful waterfront home with 250 foot dock, ramp, and basin for your boat. It's a must-see rustic outdoor environment and fishery experience, very typical in the Keys! The property lot is almost an acre with a work section and still very spacious. Stunning panoramic water views, sunrise and sunset. Steps away from ocean water. Bring or rent fishing and snorkel gear nearby to fish right off the dock and enjoy the underwater scenery!

Apr 9 – 16

R10,039 ZAR per night

Cottage in Fort Lauderdale

4.93 out of 5 average rating, 502 reviews

Paradise Suite

Enjoy a stay in a peaceful and quiet suite with a private and relaxing back yard. Also benefit from a private entrance. Microwave, fridge, toaster, coffee maker are available for your convenience. In short, four words to describe my place: Clean, Cozy, Quiet, and Very Private. We are 3.5 miles from Las Olas Blvd, 5.8 miles from the beach, 4.7 miles from FLL Airport, 5.3 miles from Hard Rock Casino, less than a mile from the interstate I-95, and about 5 miles from Port Everglades.

Aug 7 – 14

R1,601 ZAR per night

Cottage in Wilton Manors

4.97 out of 5 average rating, 160 reviews

Bearadise Cottage

Clean, tropical, private 1/1 cottage in the heart of Wilton Manors. The fabulous Island City is your front yard. Enjoy self checkin, fast WiFi, and safe off-street parking. Food & Drink within 1/4 mile: Wilton Creamery, Courtyard Cafe, Rosies, Gym bar, Alibi, Ethos Greek, NY GrillCheese, Sozo Sushi, TJ Thai & Sushi, Gaysha, What the Pho, Eagle, Drynk, Hunters, Village Pub, Venue. Also within 1/4 mile: 7 Art Galleries 6 coffee shops 9 clothing stores

Sep 27 – Oct 4

R2,299 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Bungalows

Intimate homes. inviting architecture

Villas

Luxurious estates for the ultimate escape

Popular amenities for Florida Keys cottage rentals

Free parking on premises

Air conditioning

Beachfront cottage rentals

Cottage in Hollywood

5.0 out of 5 average rating, 102 reviews

Cozy beach cottage steps away from Hollywood Beach

Jan 8 – 15

R7,090 ZAR per night

Cottage in Key Largo

4.98 out of 5 average rating, 51 reviews

Oceanfront Paradise with Amazing View!

Aug 25 – Sep 1

R4,912 ZAR per night

Cottage in Key Largo

4.9 out of 5 average rating, 49 reviews

THE PARADISE

Nov 17 – 24

R3,621 ZAR per night

Cottage in Marathon

4.95 out of 5 average rating, 22 reviews

Catch n' Relax Canalfront Cottage in Marathon

Oct 20 – 27

R5,413 ZAR per night

Cottage in Key Largo

4.96 out of 5 average rating, 56 reviews

2 BR with private Tiki Boat dock for 25' boat max

Nov 24 – Dec 1

R5,375 ZAR per night

Cottage in Marathon

4.96 out of 5 average rating, 25 reviews

WATER FRONT COTTAGE W/ MOTHER IN LAW TREETOP SUITE

Dec 13 – 20

R10,380 ZAR per night

Cottage in Hollywood

5.0 out of 5 average rating, 23 reviews

Beautiful 3 bedroom cottage with private rooftop

Jun 5 – 12

R8,249 ZAR per night

Cottage in Key Largo

5.0 out of 5 average rating, 6 reviews

Ocean Shores Cottage: Heated private Pool-OS canal

Jan 25 – Feb 1

R6,131 ZAR per night

Private cottage rentals

Cottage in Naples

4.96 out of 5 average rating, 134 reviews

Historic Coral Cottage in the Heart of Old Naples

Jun 7 – 14

R4,803 ZAR per night

Cottage in Miami

4.87 out of 5 average rating, 251 reviews

Ruben’s Place

Apr 6 – 13

R1,712 ZAR per night

Cottage in Fort Lauderdale

4.83 out of 5 average rating, 456 reviews

Historic Renovated Cottage w/ Private Heated Pool!

Sep 25 – Oct 2

R4,668 ZAR per night

Cottage in Islamorada

4.95 out of 5 average rating, 40 reviews

Islamorada bungalow 2 bed & pool

Sep 13 – 20

R8,000 ZAR per night

Cottage in Key West

4.95 out of 5 average rating, 85 reviews

Mango Cottage 2 bedroom 2 bath with private pool

Sep 4 – 11

R12,794 ZAR per night

Cottage in Islamorada

4.97 out of 5 average rating, 66 reviews

Key Lime Cottage 2br 1ba w/pool

Dec 25 – Jan 1

R8,130 ZAR per night

Cottage in Naples

4.96 out of 5 average rating, 26 reviews

Cozy Cottage Near Beach, Restaurants and Fun

Oct 3 – 10

R2,288 ZAR per night

Cottage in Fort Lauderdale

4.99 out of 5 average rating, 100 reviews

Cottage w/private patio & grill

Sep 3 – 10

R2,035 ZAR per night

Cottage rentals with a hot tub

Cottage in Fort Lauderdale

4.92 out of 5 average rating, 233 reviews

Centrally Located Private Cottage

Oct 2 – 9

R2,584 ZAR per night

Cottage in Key West

4.82 out of 5 average rating, 22 reviews

Darling of Duval @ Old Town - Adorable Cottage

Sep 13 – 20

R11,668 ZAR per night

Cottage in Cudjoe Key

4.91 out of 5 average rating, 79 reviews

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

Jul 19 – 26

R14,257 ZAR per night

Cottage in Fort Lauderdale

5.0 out of 5 average rating, 87 reviews

Private Couple’s cottage. Hotub. Beach. Miami

Sep 13 – 20

R2,835 ZAR per night

Cottage in Lazy Lake

4.85 out of 5 average rating, 54 reviews

Enchanting Hideaway - minutes from everything.

Sep 13 – 20

R7,902 ZAR per night

Cottage in Naples

4.91 out of 5 average rating, 11 reviews

Club Naples Resort Cottage

Jan 2 – 9

R5,764 ZAR per night

Cottage in Oakland Park

4.8 out of 5 average rating, 243 reviews

Tropical Oasis Pool Cottage

Sep 19 – 26

R2,411 ZAR per night

Cottage in Cudjoe Key

4.6 out of 5 average rating, 93 reviews

VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck

Sep 17 – 24

R3,373 ZAR per night

Destinations to explore