
Cottage holiday rentals in Florida Keys
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Florida Keys
Guests agree: these cottages are highly rated for location, cleanliness and more.

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.

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!

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!

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

Private House with Heated Pool
Private heated pool! Yes, it has an awkward fence around it, but there is a gate. And ... we're still finishing the landscaping and fencing. Work will be ongoing, Monday to Saturday, 8am to 5pm. Until the work is done, I'm offering this unit at a 25% discount from the normal price. But otherwise this beautiful, freestanding cottage is all yours. Check out the pictures! Private washer & dryer. High speed internet & wifi.

* Lake Cottage * SpaLike Bath *
The cottage is centrally located in the serene hidden gem of Mia Lakes. Perfect for couples, solo adventurers or business travelers. You will feel hidden away from it all but yet only 5- 10 min walk from restaurants, shopping, groceries, movie theater, spa, gym etc. Our lakefront guest cottage is surrounded by lots of native plants, trees & wild life. You may swim, fish (catch & release) on the lake, as well as use of a kayak.
Popular amenities for cottage rentals in Florida Keys
Cottage rentals with a hot tub

Cottage@MIA Design District |Hot tub|FreeParking

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

Located 10 mins from the beach! Central Location!

Tidewater Views at Venture Out

Cozy, Perfect Conch Cottage! - VO315

Comfy Coastal Cottage with Hot Tub

Centrally Located Private Cottage

VO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
Pet-friendly cottage rentals

Boutique Grove Cottage | Walk to Marina & Cafés

2 bedroom & 25' Boat Dock Waterfront Atlantic Side

Spacious cottage - the Calusa campground-keylargo

New Modern Near Airport - Cozy Very Clean

Waterfront Cottage Walk to World Famous Lorelei

Cozy house near downtown FLL - Patio/Parking/Pets*

Charming 2 Bdrm Pool House near Hard Rock Casino

Beautiful 2-1 Cottage w Pool in Fort Lauderdale
Private cottage rentals

Perfect Florida Everglades Cottage

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

Florida beach house with tropical garden

Enchanted Miami Cottage • Pet & Family Friendly!

Luxurious Oasis on: 2BR w/Private Pool, Tiki, Dock

1 BD PRIVATE HOUSEBOAT/ COTTAGE TARPON

1 Bdrm Keys Cottage With Sleeping Loft |Sleeps 8

Ocho Cottage Street
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- Saint Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Four Corners Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Villa rentals Florida Keys
- Family-friendly rentals Florida Keys
- Rentals with a kayak Florida Keys
- Luxury rentals Florida Keys
- Rentals with a washing machine and dryer Florida Keys
- Smoking-friendly rentals Florida Keys
- Waterfront rentals Florida Keys
- Rentals with lake access Florida Keys
- Bed and breakfasts Florida Keys
- Rentals with pools Florida Keys
- Rentals with a cinema Florida Keys
- Pet-friendly rentals Florida Keys
- Rentals with beach access Florida Keys
- Rentals with a sauna Florida Keys
- Campsite rentals Florida Keys
- Boat rentals Florida Keys
- Apartment rentals Florida Keys
- Rentals with a patio Florida Keys
- Flat rentals Florida Keys
- Rentals with outdoor seating Florida Keys
- House rentals Florida Keys
- Ski-in/ski-out rentals Florida Keys
- Rentals with an accessible-height bed Florida Keys
- Rentals with an accessible-height toilet Florida Keys
- Beach apartment rentals Florida Keys
- Private suite rentals Florida Keys
- Holiday home rentals Florida Keys
- Boutique hotels Florida Keys
- Resort rentals Florida Keys
- Rentals with a hot tub Florida Keys
- Rentals with a firepit Florida Keys
- Motorhome rentals Florida Keys
- Fitness-friendly rentals Florida Keys
- Tiny house rentals Florida Keys
- Beachfront rentals Florida Keys
- Townhouse rentals Florida Keys
- Rentals with breakfast Florida Keys
- Serviced apartment rentals Florida Keys
- Houseboat rentals Florida Keys
- Rentals with a fireplace Florida Keys
- Beach house rentals Florida Keys
- Rentals with an EV charger Florida Keys
- Guest house rentals Florida Keys
- Mansion rentals Florida Keys
- Hotel rooms Florida Keys
- Bungalow rentals Florida Keys
- Cottage rentals Florida
- Cottage rentals United States
- Bayfront Park
- Everglades National Park
- Sombrero Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Biscayne National Park
- Crandon Beach
- Phillip and Patricia Frost Museum of Science
- Key Biscayne Beach
- Biltmore Golf Course Miami
- Coral Castle
- Cocoa Plum Beach
- Hobie Island Beach Park North
- Cannon Beach
- Fairchild Tropical Botanic Garden
- Far Beach
- Matheson Hammock Park
- Sea Oats Beach
- Miami Seaquarium
- Conch Key
- Deering Estate
- Everglades Alligator Farm
- Venetian Pool
- Theater of the Sea
- Things to do Florida Keys
- Nature and outdoors Florida Keys
- Tours Florida Keys
- Food and drink Florida Keys
- Art and culture Florida Keys
- Sightseeing Florida Keys
- Sports activities Florida Keys
- Things to do Florida
- Sightseeing Florida
- Wellness Florida
- Nature and outdoors Florida
- Tours Florida
- Sports activities Florida
- Art and culture Florida
- Food and drink Florida
- Entertainment Florida
- Things to do United States
- Food and drink United States
- Tours United States
- Entertainment United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Sightseeing United States
- Sports activities United States




