See all properties

New Ground Level Caribbean Cottage

Top rated by guests
Exterior
Private kitchen
Property grounds
Property grounds
Pool
review stars
10Outstanding
(3 Ratings)
"Our family of 5 enjoyed a week at this property and it wasn’t long enough. The pool, bikes, and paddle boards were a hit. The villa was beautiful and exceeded our expectations. Very close to shops, re..."
Laura H.
Don't miss out! Price and availability may change
10 / 10
Outstanding(3 Ratings)

House in Upper Matecumbe Key, FL

6 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this house rental

2 bedroom, 2 bath with 1 king bed, 1 queen bed and 1 queen sleeper sofa. Sleeps 6. Boat dockage and Housekeeping NOT available.

Guests enjoy the beautiful Caribbean décor and open ceilings. Solid wood doors and windows, ceramic flooring. Open living and dining area all add to your tropical experience. You are just across the street from The Caribbean Resort and are welcome to enjoy our beach-entry pool and fishing pier.

Home includes, washer-dryer, wireless Internet, and cable TV. Daily Housekeeping and Boat Dockage NOT not available.

Amenities

Non-smoking
No pets allowed
Family friendly

Map of Upper Matecumbe Key, FL

city location on map

Nearby attractions

Everglades National Park
30.4 mi
Everglades Alligator Farm
33.8 mi
Florida Keys Aquarium Encounters
28.2 mi
Theater of the Sea
2.5 mi

Ratings and reviews

10 / 10
Outstanding(3 Ratings)
10 / 10Outstanding·Apr 2022
Our family of 5 enjoyed a week at this property and it wasn’t long enough. The pool, bikes, and paddle boards were a hit. The villa was beautiful and exceeded our expectations. Very close to shops, restaurants, breweries, and grocery stores. You won’t regret staying here.
10 / 10Outstanding·Mar 2022
Awesome 2 bedroom 2 bathroom with top notch appliances and decorations. Great location-biking distance to many restaurants and retail. Use of resort pool and SUP’s etc. Caught Tarpon off dock. Really great!
10 / 10Outstanding·Mar 2022
These cottages are amazing! Beautiful, we absolutely loved staying here! A definite must!
$$$$
vrbo logo

FAQs

Is parking included with this house?

Parking is not specified as an available amenity at New Ground Level Caribbean Cottage. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is New Ground Level Caribbean Cottage pet friendly?

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at New Ground Level Caribbean Cottage?

We found 3 amenities for this rental. This includes non-smoking, no pets allowed, and family friendly.

Explore similar stays in Upper Matecumbe Key

Explore all stays
10 / 10
Outstanding(3 Ratings)
New Ground Level Caribbean Cottage
House
 in Islamorada
6 guests · 2 bedrooms · 2 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Upper Matecumbe Key at New Ground Level Caribbean Cottage for $526 for your next trip.

expedia logo
View deal
10 / 10
Outstanding(3 Ratings)
Malayan Palm North 2 Bedrooms, 1 Bath, Garden View
House
 in Islamorada
6 guests · 2 bedrooms · 1 bath

Experience vacation in Upper Matecumbe Key with our House, Malayan Palm North 2 Bedrooms, 1 Bath, Garden View. Enjoy amenities such as No pets allowed, Family friendly and Non-smoking, and more.

vrbo logo
View deal
You can save with One Key
Canary Island Palm South 2 Bedrooms, 2 Baths, Poolside
House
 in Islamorada
8 guests · 2 bedrooms · 2 baths

This House in Upper Matecumbe Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

vrbo logo
View deal
10 / 10
Outstanding(3 Ratings)
Malayan Palm North 2 Bedrooms, 1 Bath, Garden View
House
 in Islamorada
6 guests · 2 bedrooms · 1 bath

Are you ready to indulge in a relaxing getaway? Our House in Upper Matecumbe Key has everything you need for a rejuvenating stay. Treat yourself to Malayan Palm North 2 Bedrooms, 1 Bath, Garden View's exceptional amenities, such as No pets allowed, Family friendly and Non-smoking.

expedia logo
View deal
Princess Palm South Poolside,1 King Bed, 2 FullBeds, 1 Pull Out
House
 in Islamorada
8 guests · 2 bedrooms · 1 bath

This House for $604 in Upper Matecumbe Key, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
Princess Palm North 2 Bedrooms, 2 Baths Poolside
House
 in Islamorada
8 guests · 2 bedrooms · 2 baths

Looking for a memorable stay in Upper Matecumbe Key? Our House might just be what you're looking for. Enjoy amenities including No pets allowed, Family friendly and Non-smoking, and more during your stay.

vrbo logo
View deal
Canary Island Palm South 2 Bedrooms, 2 Baths, Poolside
House
 in Islamorada
8 guests · 2 bedrooms · 2 baths

Looking to create some memories in Upper Matecumbe Key? Look no further than our House, Canary Island Palm South 2 Bedrooms, 2 Baths, Poolside. Enjoy top-rated amenities including No pets allowed, Family friendly and Non-smoking, and more.

expedia logo
View deal
Canary Island Palm North Poolside,1 King Bed, 2 QueenBeds, 1 Pull Out
House
 in Islamorada
8 guests · 2 bedrooms · 2 baths

Enjoy the best of Upper Matecumbe Key in our House, Canary Island Palm North Poolside,1 King Bed, 2 QueenBeds, 1 Pull Out. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

vrbo logo
View deal
10 / 10
Outstanding(4 Ratings)
Off The Charts-Waterfront Tiki Bar & Private Dock
House
 in Islamorada
6 guests · 3 bedrooms · 2 baths

Enjoy the best of Upper Matecumbe Key in our House, Off The Charts-Waterfront Tiki Bar & Private Dock. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

vrbo logo
View deal
Princess Palm South Poolside,1 King Bed, 2 FullBeds, 1 Pull Out
House
 in Islamorada
8 guests · 2 bedrooms · 1 bath

House in Upper Matecumbe Key, for $604 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

expedia logo
View deal
You can save with One Key
10 / 10
Outstanding(10 Ratings)
Isla Mamey: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Villa
 in Islamorada
6 guests · 3 bedrooms · 3 baths

The best choice in Upper Matecumbe Key for Villa, for $502 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
Princess Palm North 2 Bedrooms, 2 Baths Poolside
House
 in Islamorada
8 guests · 2 bedrooms · 2 baths

When traveling to Upper Matecumbe Key, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $604 per night.

expedia logo
View deal
You can save with One Key
Best location in downtown Islamorada. 2 Houses with Beach access!
House
 in Islamorada
18 guests · 6 bedrooms · 5 baths

This House in Upper Matecumbe Key, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

vrbo logo
View deal
Gated Estate Duplex on the Bay with dockage
Apartment
 in Islamorada
7 guests · 2 bedrooms · 2 baths

Enjoy the best of Upper Matecumbe Key in our Apartment, Gated Estate Duplex on the Bay with dockage. A stunning property with amenities including No pets allowed, Family friendly and Non-smoking, and more.

vrbo logo
View deal
Canary Island Palm North Poolside,1 King Bed, 2 QueenBeds, 1 Pull Out
House
 in Islamorada
8 guests · 2 bedrooms · 2 baths

This attractive House in Upper Matecumbe Key, $604 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

expedia logo
View deal
2nd Floor Duplex on Gated Bayfront Property
Apartment
 in Islamorada
6 guests · 2 bedrooms · 2 baths

Indulge in a peaceful retreat at 2nd Floor Duplex on Gated Bayfront Property, our elegant Apartment in Upper Matecumbe Key. Enjoy amenities including Pets allowed, Family friendly and Non-smoking, and more.

vrbo logo
View deal
10 / 10
Outstanding(2 Ratings)
Isla Kiwi: Waterfront Boutique Resort, FREE Boat Dockage Sept-Oct Only
Villa
 in Islamorada
6 guests · 3 bedrooms · 3 baths

This inviting Villa in Upper Matecumbe Key can fit your needs for many types of vacations, at $518 per night.

vrbo logo
View deal
10 / 10
Outstanding(10 Ratings)
Isla Mamey: Boutique Resort, FREE Boat Dockage Sept-Oct Only!
Villa
 in Islamorada
6 guests · 3 bedrooms · 3 baths

Looking for the perfect place to call home during your trip to Upper Matecumbe Key? This Villa offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

expedia logo
View deal
You can save with One Key
10 / 10
Outstanding(2 Ratings)
Turtle House Islamorada - 3 Bed/3 Bath Pool Home, Private Beach, Best Location
House
 in Islamorada
7 guests · 3 bedrooms · 3 baths

Soak up the beauty of Upper Matecumbe Key in our House, Turtle House Islamorada - 3 Bed/3 Bath Pool Home, Private Beach, Best Location. With a range of amenities such as Pets allowed, Family friendly and Non-smoking, you'll feel right at home.

vrbo logo
View deal
10 / 10
Outstanding(16 Ratings)
Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More
Cottage
 in Islamorada
6 guests · 2 bedrooms · 1 bath

Looking for a Cottage in Upper Matecumbe Key, this Cottage for $463 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

vrbo logo
View deal
Gated Estate Duplex on the Bay with dockage
Apartment
 in Islamorada
7 guests · 2 bedrooms · 2 baths

Nestled in Upper Matecumbe Key, this Apartment is perfect for your next vacation. Enjoy Gated Estate Duplex on the Bay with dockage's top-rated amenities, including No pets allowed, Family friendly and Non-smoking, and more.

expedia logo
View deal
9.9 / 10
Outstanding(74 Ratings)
Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
Apartment
 in Islamorada
6 guests · 3 bedrooms · 3 baths

Experience the best of Upper Matecumbe Key with this Apartment available for $559. This property is equipped with amenities including Pets allowed and Non-smoking, and more.

vrbo logo
View deal
2nd Floor Duplex on Gated Bayfront Property
Apartment
 in Islamorada
6 guests · 2 bedrooms · 2 baths

Experience vacation in Upper Matecumbe Key with our Apartment, 2nd Floor Duplex on Gated Bayfront Property. Enjoy amenities such as Pets allowed, Family friendly and Non-smoking, and more.

expedia logo
View deal
You can save with One Key
9.8 / 10
Outstanding(9 Ratings)
Experience paradise at Oceanfront Maison Matecumbe 303 in beautiful Islamorada!
Apartment
 in Islamorada
6 guests · 3 bedrooms · 2 baths

The best choice in Upper Matecumbe Key for Apartment, for $555 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

vrbo logo
View deal
9.1 / 10
Outstanding(20 Ratings)
Islamorada's Poolside Maison 302, a spacious 3BR condo with resort-style pool in scenic Islamorada.
Apartment
 in Islamorada
6 guests · 3 bedrooms · 2 baths

This inviting Apartment in Upper Matecumbe Key can fit your needs for many types of vacations, at $502 per night.

vrbo logo
View deal
10 / 10
Outstanding(16 Ratings)
Private Cottage on Bayfront Estate with Heated Pool, Deep Dockage, Kayaks and More
Cottage
 in Islamorada
6 guests · 2 bedrooms · 1 bath

Looking for the perfect place to call home during your trip to Upper Matecumbe Key? This Cottage offers a comfort and style with top-notch amenities, including Pets allowed, Family friendly and Non-smoking, and more.

expedia logo
View deal
You can save with One Key
8.8 / 10
Excellent(5 Ratings)
Oceanview 3-bedroom condo in Islamorada with ocean views, perfect for 6 guests!
Apartment
 in Islamorada
6 guests · 3 bedrooms · 3 baths

Business stays, family stays, couples stay, getaway vacation, and rental in Upper Matecumbe Key at Oceanview 3-bedroom condo in Islamorada with ocean views, perfect for 6 guests! for $580 for your next trip.

vrbo logo
View deal
Charming 3BR retreat in Islamorada, perfect for family getaways!
House
 in Islamorada
6 guests · 3 bedrooms · 2 baths

Enjoy the best of Upper Matecumbe Key in our House, Charming 3BR retreat in Islamorada, perfect for family getaways!. A stunning property with amenities including No pets allowed and Non-smoking, and more.

vrbo logo
View deal
10 / 10
Outstanding(74 Ratings)
Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock
Apartment
 in Islamorada
6 guests · 3 bedrooms · 3 baths

Indulge in a peaceful retreat at Sunrise Haven - Maison 306 - Beach, Pool, Hot Tub, Kayaks, SUPs & Day Dock, our elegant Apartment in Upper Matecumbe Key. Enjoy amenities including Pets allowed and Non-smoking, and more.

expedia logo
View deal
Discover One Too Mini, a cozy 3-bedroom getaway in Islamorada, perfect for 8!
House
 in Islamorada
6 guests · 3 bedrooms · 2 baths

This inviting House in Upper Matecumbe Key can fit your needs for many types of vacations, at $422 per night.

vrbo logo
View deal

Upper Matecumbe Key travel inspiration

Read our blog
Guides
The Best American Lake Town Awards 2026: Where Shoreline Meets Soul
Guides
America’s Best Hidden Beach Towns (2026 Awards)
Guides
Best Small Towns for Spring Getaways (2026)
Guides
The Ultimate Packing List For Your Vacation (2026)
Guides
Where Everyone Knows Your Name: America’s Most Welcoming Small Towns (2026)
Guides
35 Road Trip Necessities for the Perfect Journey
Guides
How to Pack a Suitcase: 12 Steps to Perfect Packing
Guides
Top 25 Packing Tips for 2026 (Smarter, Lighter, Stress-Free Travel)

Keep exploring