
Cottage holiday rentals in Florida Keys
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Top-rated cottage rentals in Florida Keys
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Boutique Grove Cottage | Walk to Marina &CocoWalk
Experience natural luxury at this private Coconut Grove garden cottage. Ideal for couples or solo travelers, it features free gated parking, full kitchen, washer/dryer & a spacious deck with string lights, lush palms & Bali–Costa Rican vibes. Walk to CocoWalk, marinas, bayfront parks, cafés & boutiques. Top-rated Coconut Grove vacation rental • Boutique stand-alone cottage • Walkable to downtown Grove • Parking inc.• Central Miami retreat • Serene tropical escape with retreat charm. • Near UM.

Design District Tropical Garden Cottage
See Miami from the perspective of a local. We’re in Historic Buena Vista EAST. Lux older homes-tree lined streets, & a 2 block walk to the Design District’s A+shopping, art, restaurants. The cottage is a perfect home base to explore the best of Miami. 10-15 min to airport, beach, and Wynwood. 1 bedroom w king bed, extra daybed, lux shower. Guests rave about our location, the tropical garden, & zen-like waterfall. Free parking but suggest walking & Uber. PLEASE NOTE: children infant age only

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.

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.

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.

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!

Redlands Bungalow
Newly remodeled guest house with private entrance,yard with privacy fence,patio with gas grill and dining,detached from main house.10 mins walk to RF Orchids.15 mins drive to Everglades or Biscayne Ntl Parks,40 mins to the Keys and 45mins to Miami and the beaches. Featuring 2 bdrms with superior quality mattress and TVs, Netflix included. New bathroom, washer/ dryer.The kitchen is equipped with a cook top,NO OVEN,microwave, dishwasher and a full size refrigerator. Outdoor security cameras

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!

Waterfront View Cottage
Come and stay at the only location on the island with the one of a kind exceptional view of the Everglades. Step right out to the waters edge of the Goodland Bay, where you will be able watch the dolphins right from your porch and private patio. The cottage has great sliding glass doors that hold the magnificent view of the water, right from the living room. A freshly remodeled fully furnished, up to date, 1 bedroom cottage. Boat Parking, Dockage, kayaks, and bikes available.

2br/1ba w heated pool, 1 mile to robbies marina
Your slice of Islamorada awaits at the Key Lime Cottage! Step inside this charming 2 bedroom cottage and you will instantly feel at home. Located in the heart of the Florida Keys yet nestled in a serene neighborhood, it offers the perfect blend of comfort and relaxation. With a full kitchen, access to a gorgeous pool shared with only 6 other homes, outside seating with grill and a fire pit, beach chairs and key lime treats - there is something for everyone!

Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock
Direct back bay access+ boat dock & lift+ kayaks + bikes. 1 mile to Everglades National Park! Minutes to shops & dining! Adorable spacious home- perfect for a seaside retreat!. Designed for dockside enjoyment: hammocks, swing chairs, outdoor dining - 5 minute boat ride to beach -12 minute car ride to beach -Walk to waterfront dining & live music -Kayak in the Everglades -Fish off the dock -Cool, rustic Old Florida vibe -Bring your boat or rent one

Cottage By The Sea
Cottage By The Sea....Your home away from home in the Florida Keys!!! Our 2 bedroom Guest House is located on the Oceanside of Key Largo in a quaint and quiet neighborhood, with a huge yard surrounded by exotic flowers and trees. Be sure to meet Frank out 120 pound Sulcata tortoise.Minutes from either Oceanside or Bayside boat ramps. It is walking distance to a famous local's Tiki Bar and Restaurant as well as Jet ski and Kayak rentals
Popular amenities for cottage rentals in Florida Keys
Cottage rentals with a hot tub

Turtle Cove Views at Venture Out

Ocean Breeze @ VO - Kayaks, Bikes, 30 Min from KW

Tidewater Views at Venture Out

Cozy, Perfect Conch Cottage! - VO315

OCEANIA... water front cottage retreat ~

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

Calypso Cottage

ATLANTIS...Ocean Front Cottage Retreat!
Pet-friendly cottage rentals

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Perfect Florida Everglades Cottage

The Cottage

Spacious cottage - the Calusa campground-keylargo

New Modern Near Airport - Cozy Very Clean

Waterfront Cottage Walk to World Famous Lorelei

Charming 2 Bdrm Pool House near Hard Rock Casino

Beautiful 3 bedroom cottage with private rooftop
Private cottage rentals

Cheerful and charming cottage centrally located

100 Year Old Cottage & Gardens in Heart of Miami

Cottage w/ Private Yard, Free Kayaks, Boats, Etc

Private Humble House 5 Mins to Beach/Airport

Hibiscus House and Caladium Cottage

Guest Apartment with Patio & Pool on 4 Acre Ranch

Tropical Cottages - Cottage # 10

Serene Cozy Cottage in Islamorada with Heated Pool
Destinations to explore
- Seminole Holiday rentals
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- Bayfront Park
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Phillip and Patricia Frost Museum of Science
- Biltmore Golf Course Miami
- Crandon Beach
- Key Biscayne Beach
- Biscayne National Park
- Coral Castle
- Cocoa Plum Beach
- Hobie Island Beach Park North
- Cannon Beach
- Fairchild Tropical Botanic Garden
- Matheson Hammock Park
- Conch Key
- Venetian Pool
- Theater of the Sea
- Far Beach
- Deering Estate
- Virginia Beach
- Sea Oats Beach
- Everglades Alligator Farm
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