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Cottage holiday rentals in Key Largo

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Top-rated cottage rentals in Key Largo

Guests agree: these cottages are highly rated for location, cleanliness and more.

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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!

3–10 Mar

$1,184 SGD per night

Cottage in Florida

4.82 out of 5 average rating, 173 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.

3–10 Mar

$189 SGD per night

Guest favourite

Cottage in Ochopee

4.99 out of 5 average rating, 110 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.

26 Mar – 2 Apr

$539 SGD per night

Guest favourite

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.

7–14 Aug

$174 SGD per night

Guest favourite

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!

2–9 Oct

$488 SGD per night

Guest favourite

Cottage in Miami

4.92 out of 5 average rating, 149 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!

6–13 Nov

$126 SGD per night

Cottage in Miami

4.88 out of 5 average rating, 429 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.

3–10 Oct

$116 SGD per night

Cottage in Islamorada

4.85 out of 5 average rating, 127 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.

7–14 Sep

$238 SGD per night

Guest favourite

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!

27 Apr – 4 May

$736 SGD per night

Guest favourite

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.

12–19 Jan

$118 SGD per night

Guest favourite

Cottage in Fort Lauderdale

4.83 out of 5 average rating, 456 reviews

Historic Renovated Cottage w/ Private Heated Pool!

We invite you to be our guest in this beautiful, historic Key West style cottage. The Seminole River House at Sailboat Bend is located in Fort Lauderdale's historic Sailboat Bend neighborhood - close to everything! This 2 bedroom house features robes, Beekman 1801 bath products, Kuerig coffee maker, plush pool towels, heated pool and hot tub. The cottage is professionally cleaned between guests in accordance with stringent COVID-19 guidelines developed by Broward County.

28 Aug – 4 Sep

$355 SGD per night

Guest favourite

Cottage in Wilton Manors

4.97 out of 5 average rating, 158 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

31 Aug – 7 Sep

$184 SGD per night

Holiday rentals for every style

Get the amount of space that is right for you

Flats

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Houses

A space that's all yours, with room for everyone

Popular amenities for cottage rentals in Key Largo

Free parking on premises

Air conditioning

Cottage rentals with a hot tub

Guest favourite

Cottage in Fort Lauderdale

5.0 out of 5 average rating, 87 reviews

Private Couple’s cottage. Hotub. Beach. Miami

7–14 Dec

$226 SGD per night

Guest favourite

Cottage in Cudjoe Key

4.91 out of 5 average rating, 79 reviews

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

25 Sep – 2 Oct

$624 SGD per night

Guest favourite

Cottage in Deerfield Beach

4.92 out of 5 average rating, 12 reviews

Enchanting 2BR/1BA Casita 2 blocks to Beach

17–24 May

$425 SGD per night

Cottage in Oakland Park

4.8 out of 5 average rating, 243 reviews

Tropical Oasis Pool Cottage

25 Oct – 1 Nov

$184 SGD 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

21–28 Sep

$247 SGD per night

Cottage in Cudjoe Key

4.71 out of 5 average rating, 119 reviews

Calypso Cottage

15–22 Nov

$413 SGD per night

Cottage in Key Colony Beach

4.5 out of 5 average rating, 6 reviews

2BR dog-friendly water view stay, resort amenities

1–8 Sep

$379 SGD per night

Cottage in Cudjoe Key

4.57 out of 5 average rating, 7 reviews

Walk to the Pool - Venture Out Unit 333

25 Aug – 1 Sep

$474 SGD per night

Pet-friendly cottage rentals

Guest favourite

Cottage in Islamorada

4.94 out of 5 average rating, 16 reviews

Waterfront Cottage Walk to World Famous Lorelei

23–30 Nov

$369 SGD per night

Guest favourite

Cottage in Key Largo

4.96 out of 5 average rating, 56 reviews

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

29 Oct – 5 Nov

$394 SGD per night

Guest favourite

Cottage in Key Largo

4.94 out of 5 average rating, 33 reviews

Spacious cottage in the heart of the keys

18–25 Nov

$396 SGD per night

Guest favourite

Cottage in Coral Gables

5.0 out of 5 average rating, 37 reviews

New Modern Near Airport - Cozy Very Clean

24–31 Oct

$227 SGD per night

Guest favourite

Cottage in Miami

4.92 out of 5 average rating, 12 reviews

Cozy cottage garden & parking

8–15 Jul

$142 SGD per night

Guest favourite

Cottage in Miami

4.91 out of 5 average rating, 70 reviews

Cottage-Private Gated Estate w/heated Pool Near UM

1–8 Jul

$288 SGD per night

Guest favourite

Cottage in Naples

4.97 out of 5 average rating, 33 reviews

Moninanu - Modern Wooded Cottage in North Naples

20–27 Nov

$197 SGD per night

Guest favourite

Cottage in Fort Lauderdale

5.0 out of 5 average rating, 44 reviews

Cozy Tropical Cottage. Your new Happy Place!

23–30 Mar

$223 SGD per night

Private cottage rentals

Guest favourite

Cottage in Hollywood

5.0 out of 5 average rating, 101 reviews

Cozy beach cottage steps away from Hollywood Beach

8–15 Jan

$520 SGD per night

Guest favourite

Cottage in Key Largo

4.98 out of 5 average rating, 51 reviews

Oceanfront Paradise with Amazing View!

12–19 Jan

$360 SGD per night

Guest favourite

Cottage in Key Largo

4.9 out of 5 average rating, 48 reviews

THE PARADISE

7–14 Sep

$267 SGD per night

Guest favourite

Cottage in Islamorada

4.95 out of 5 average rating, 40 reviews

Islamorada bungalow 2 bed & pool

17–24 Oct

$587 SGD per night

Guest favourite

Cottage in Islamorada

4.97 out of 5 average rating, 66 reviews

Key Lime Cottage 2br 1ba w/pool

27 Oct – 3 Nov

$486 SGD per night

Guest favourite

Cottage in Marathon

4.95 out of 5 average rating, 22 reviews

Catch n' Relax Canalfront Cottage in Marathon

16–23 Oct

$397 SGD per night

Guest favourite

Cottage in Fort Lauderdale

4.99 out of 5 average rating, 99 reviews

Cottage w/private patio & grill

13–20 Jul

$222 SGD per night

Cottage in Hillsboro Beach

4.96 out of 5 average rating, 27 reviews

Resort Villa W - Ocean & IntraCoastal

16–23 Sep

$232 SGD per night

Quick stats about cottage rentals in Key Largo

Total rentals
20 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.2K reviews
Nightly prices starting at
$95 SGD before taxes and fees

Destinations to explore