The Islands of Islamorada

2 outdoor pools, open 8:00 AM to 6:00 PM, sun loungers

Microwave, coffee/tea maker, electric kettle, paper towels

9.6 / 10.0

Outstanding(39 Ratings)

Villa in Upper Matecumbe Key, FL

2 guests · 4 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceOne of the higher cost properties in the area

Includes essentialsGarden, Pool, Kitchen or Kitchenette and more

About this villa rental

While you're here, you can enjoy all the comforts of home and more, including free WiFi and a Smart TV, as well as Netflix and a coffee/tea maker. Other amenities include designer toiletries, premium bedding, a pillowtop bed, and towels.

Amenities

Pool

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Hot tub or spa

Garden

Map of Upper Matecumbe Key, FL

Nearby attractions

Everglades National Park

30.2 mi

Everglades Alligator Farm

33.1 mi

Florida Keys Aquarium Encounters

29 mi

Theater of the Sea

1.6 mi

Available Rooms

Premium Villa, 4 Bedrooms, Ocean View

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Villa, 4 Bedrooms, Mobility Accessible, Oceanfront (Waterfront)

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Villa, 4 Bedrooms, Ocean View (with bunk beds)

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Suite, 1 Bedroom, Ocean View

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Villa, 4 Bedrooms (Waterfront)

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

$$$$

The Islands of Islamorada

$$$$

9.6 / 10.0

Outstanding(39 Ratings)

Villa in Upper Matecumbe Key, FL

2 guests · 4 bedrooms · 4 baths

Reasons to book

Guests love it hereGuests give this property a top rating

Top-tier experienceOne of the higher cost properties in the area

Includes essentialsGarden, Pool, Kitchen or Kitchenette and more

About this villa rental

Amenities

Pool

Air conditioner

Kitchen or Kitchenette

Internet / Wifi

Parking

Hot tub or spa

Garden

Map of Upper Matecumbe Key, FL

Nearby attractions

Everglades National Park

30.2 mi

Everglades Alligator Farm

33.1 mi

Florida Keys Aquarium Encounters

29 mi

Theater of the Sea

1.6 mi

Available Rooms

Premium Villa, 4 Bedrooms, Ocean View

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Villa, 4 Bedrooms, Mobility Accessible, Oceanfront (Waterfront)

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Villa, 4 Bedrooms, Ocean View (with bunk beds)

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Suite, 1 Bedroom, Ocean View

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Villa, 4 Bedrooms (Waterfront)

Beds not specified

Sleeps 2

You'll be directed to Hotels.com for availability & pricing

Ratings and reviews

9.6 / 10.0

Outstanding(39 Ratings)

5.0 / 10.0

Sep 2024

5 stars is not enough. I travel a lot for business and pleasure. Rarely do I find a resorts that is 5 stars in every category. Everything from the property, amenities, and especially the staff was top-notch. Everywhere we went we were impressed by the property, but most impressed by the staff. Everyone was courteous, polite, knowledgeable, and helpful. Islands of Islamorada is the real deal. Is my new favorite place in the Florida Keys.

5.0 / 10.0

Sep 2024

10.0 / 10.0

Sep 2024

We came the Labor Day weekend, to celebration two birthdays. It was a first for our family and we were pleasantly amazed by the property and all its amenities. We kayaked, sailed, played pickleball, biked and had a lot of fun overall. Our elderly mother was able to very comfortably relax inside, while enjoying the breathtaking views of the ocean from our balcony. We travel internationally several times a year,and this was one of our most relaxed vacations! But most noteworthy is the staff...they were all very attentive to our needs, super responsive and always with a smile. This was a top notch weekend, and we will absolutely be back. Special thanks to Mary at the front desk, who was the perfect host, very helpful with our elderly mother and so lovely! And Emanuel at the kayak stand who was always helpful and ready to assist.

10.0 / 10.0

Apr 2024

My wife and I have been traveling to Islandmorada for many years and this place is what we have been searching for. Clean, quaint, all the amenities of a large restort withiut the corporation feel. Absolutely refreshing!

10.0 / 10.0

Apr 2024

10.0 / 10.0

Mar 2024

Beautiful place and wonderful staff! We love Islamorada and can’t think of a better place to stay with a large family or crew.

10.0 / 10.0

Mar 2024

Beautiful place and wonderful staff! We love Islamorada and can’t think of a better place to stay with a large family or crew.

10.0 / 10.0

Oct 2023

Excellent resort. Hard working, friendly staff.

10.0 / 10.0

Oct 2023

Excellent resort. Hard working, friendly staff.

5.0 / 10.0

Jan 2023

Fantastic stay at the Islands! Beautiful, immaculately clean villa and property. Art work in the villas was outstanding! Very responsive staff.

5.0 / 10.0

Jan 2023

Fantastic stay at the Islands! Beautiful, immaculately clean villa and property. Art work in the villas was outstanding! Very responsive staff.

5.0 / 10.0

Aug 2022

Very pleased with our stay. Rooms were immaculate as were grounds. The staff / guest services were excellent. If I had a complaint for the lack of a better word is the bar does not have a full liquor license...however compensates by allowing you to bring your own bottle and they will supply mix and make drink for you....so not horrible. Also, the bar menu is extremely limited. Would definitely stay there again as the shortcomings were minimal at most.

5.0 / 10.0

Aug 2022

5.0 / 10.0

Jun 2022

What a fantastic time we had at The Islands of Islamorada. The resort is maintained to the highest standards while having a laid back, traditional Keys vibe. Staff stay in background but are always there to help and assist if needed. Can't recommend highly enough - although in truth I'd rather not too many people get to know about the Islands, just in case it gets too busy to book!

5.0 / 10.0

Jun 2022

10.0 / 10.0

Apr 2022

Very well maintained property, and ask the staff was curious throughout our stay. We stayed in the suites, though if we'd head a larger group the Villa would have been even nicer. Quiet property in a nice way, with several other families around any given time but never felt crowded. Many restaurants a quick drive away.

10.0 / 10.0

Apr 2022

5.0 / 10.0

Mar 2022

Our trip was perfect!!! The views were spectacular And the staff was very accommodating. The villa was stocked with everything you could possibly need, including high end linens and toiletries. The beds were all super comfy and the art was amazing. The views were incredible. We will definitely come again. Everything was first class!

5.0 / 10.0

Mar 2022

10.0 / 10.0

Mar 2022

The Villa was beautifully decorated, spacious clean and had all the conveniences of home. The property is beautiful as you can wake up with a view of the sunrise over the ocean. The grounds are well kept. The pools, beach chairs and umbrellas , pickleball courts, bicycles, kayaks and paddle boards were all included. The staff was friendly and helpful. Perfect getaway.

10.0 / 10.0

Mar 2022

10.0 / 10.0

Mar 2022

Amazing place that caters to your every needs. The staff are very professional in everything they do. The facilities are second to none. Second trip there with more to come.

10.0 / 10.0

Mar 2022

Amazing place that caters to your every needs. The staff are very professional in everything they do. The facilities are second to none. Second trip there with more to come.

10.0 / 10.0

Feb 2022

Beautiful property! I’d stay again. Great location in the keys.

10.0 / 10.0

Feb 2022

Beautiful property! I’d stay again. Great location in the keys.

10.0 / 10.0

Feb 2022

Everybody was really helpful. The facility was in an excellent and private position on the ocean.

10.0 / 10.0

Feb 2022

Everybody was really helpful. The facility was in an excellent and private position on the ocean.

10.0 / 10.0

Feb 2022

Our time at Islands of Islamorada was perfect! The grounds and amenities are amazing. I can’t say enough about how lovely everyone who works there is and how beautiful the grounds are kept. Our 1 BR villa was gorgeous. You have access to paddle boarding, kayaks, sail boat, two gorgeous pools and more. It truly exceeded our expectations.

10.0 / 10.0

Feb 2022

5.0 / 10.0

Feb 2022

Fantastic stay with incredible staff.

5.0 / 10.0

Feb 2022

Fantastic stay with incredible staff.

10.0 / 10.0

Nov 2021

Absolutely loved the atmosphere. Our suite was amazing. Everything was clean and well maintained. Everyone was so nice and helpful.

10.0 / 10.0

Nov 2021

Absolutely loved the atmosphere. Our suite was amazing. Everything was clean and well maintained. Everyone was so nice and helpful.

5.0 / 10.0

Nov 2021

The place is still very new, and kept up well. Bed was a little hard for our taste yet everyone is different, only other negative is it is on the expensive side. Yet due to the cost keeps the rift raft out on the other side the the gate. Photo is from the suites only ocean front is the villas.

5.0 / 10.0

Nov 2021

4.0 / 10.0

May 2021

Property is brand new! Friendly staff. Paid top dollar for suite property however is lacking amenities. Never in all my travels forced out of room at 10am. The maid service was literally stumbling over our bags to get in. Ocean footage was covered in seaweed so no access to water.They finally started to clean the ocean front the day we left. To make things worse the A/c was out in the gym( we realize this is out of your control) never the less disappointing.

4.0 / 10.0

May 2021

FAQs

How much does this villa cost compared to others in Upper Matecumbe Key?

The average price for a rental in Upper Matecumbe Key is $519 per night. This rental is $212 above the average.

Is parking included with this villa?

Yes, parking is listed as an amenity at The Islands of Islamorada. For more information, we encourage you to contact the property about where to park.

Is there a pool at this villa?

Yes, a swimming pool is available for use at The Islands of Islamorada. Enjoy the water!

Is The Islands of Islamorada pet friendly?

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

What amenities are available at The Islands of Islamorada?

We found 8 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and parking.

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10.0 / 10.0

Outstanding(146 Ratings)

The Caribbean Resort

Hotel

in Islamorada

3star

2 guests · 2 bedrooms · 1 bath

Garden · Pool · Kitchen or Kitchenette

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 $680 per night.

$$$$

The Islands of Islamorada

Villa in Upper Matecumbe Key, FL

Reasons to book

About this villa rental

Amenities

Map of Upper Matecumbe Key, FL

Nearby attractions

Available Rooms

Premium Villa, 4 Bedrooms, Ocean View

Villa, 4 Bedrooms, Mobility Accessible, Oceanfront (Waterfront)

Villa, 4 Bedrooms, Ocean View (with bunk beds)

Suite, 1 Bedroom, Ocean View

Villa, 4 Bedrooms (Waterfront)

The Islands of Islamorada

Villa in Upper Matecumbe Key, FL

Reasons to book

About this villa rental

Amenities

Map of Upper Matecumbe Key, FL

Nearby attractions

Available Rooms

Premium Villa, 4 Bedrooms, Ocean View

Villa, 4 Bedrooms, Mobility Accessible, Oceanfront (Waterfront)

Villa, 4 Bedrooms, Ocean View (with bunk beds)

Suite, 1 Bedroom, Ocean View

Villa, 4 Bedrooms (Waterfront)

Ratings and reviews

FAQs

How much does this villa cost compared to others in Upper Matecumbe Key?

Is parking included with this villa?

Is there a pool at this villa?

Is The Islands of Islamorada pet friendly?

What amenities are available at The Islands of Islamorada?

Explore similar vacation rentals in Upper Matecumbe Key

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