Upper Matecumbe Key Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Upper Matecumbe Key holiday rentals

On the beach, sun-loungers, beach umbrellas, beach towels

The Islands of Islamorada

The Islands of Islamorada
4.0 star property
Matecumbe
9.8 out of 10, Exceptional, (70 reviews)
"Amazing stay, can’t wait to stay there again!"
United States
Anonymous traveller
The price is HK$7,027
HK$8,336 total
includes taxes & fees
26 Feb - 27 Feb
The Islands of Islamorada
Exterior

Breezy Palms Resort

Breezy Palms Resort
2.5 star property
Matecumbe
8.8 out of 10, Excellent, (618 reviews)
"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "
United States
Alexander
The price is HK$1,649
HK$2,260 total
includes taxes & fees
17 Mar - 18 Mar
Breezy Palms Resort
Marina

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite

Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Matecumbe
The price is HK$7,817
HK$9,904 total
includes taxes & fees
22 Feb - 23 Feb
Peaceful Garden King Suite – Islamorada Gem - Gumbo Limbo Suite
Terrace/patio

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room

Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Matecumbe
The price is HK$7,817
HK$9,904 total
includes taxes & fees
20 Feb - 21 Feb
Romantic Suite With Jacuzzi & Garden Oasis @Islamorada - Jungles Suite Room
Property grounds

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite

Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Matecumbe
The price is HK$11,725
HK$14,801 total
includes taxes & fees
20 Feb - 21 Feb
Serene Moon Suite w/ Jacuzzi + Garden View @Islamorada- Moon Suite
Property grounds

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite

Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Matecumbe
The price is HK$12,655
HK$15,972 total
includes taxes & fees
20 Feb - 21 Feb
Oceanfront Manatee Suite w/ Private Patio @Islamorada - Manatee Suite
Outdoor dining

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite

Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Matecumbe
The price is HK$12,725
HK$16,130 total
includes taxes & fees
20 Feb - 21 Feb
Terrace & Florida Bay View Suite @Islamorada - Shangri La Suite
Property grounds

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite

Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Matecumbe
The price is HK$15,618
HK$19,712 total
includes taxes & fees
20 Feb - 21 Feb
Jacuzzi Suite Overlooking the Sea @Islamorada - Iguana Suite
Marina

Charming Suite @Islamorada With Pool Access - Twilight Suite

Charming Suite @Islamorada With Pool Access - Twilight Suite
Matecumbe
The price is HK$15,633
HK$19,737 total
includes taxes & fees
20 Feb - 21 Feb
Charming Suite @Islamorada With Pool Access - Twilight Suite
Marina

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite

Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Matecumbe
The price is HK$14,844
HK$18,739 total
includes taxes & fees
20 Feb - 21 Feb
Private Hideaway w/ Balcony + Lush Views @Islamorada - Hideaway suite
Property grounds

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite

Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
Matecumbe
The price is HK$23,450
HK$29,531 total
includes taxes & fees
20 Feb - 21 Feb
Private Island Suite w/ Terrace & Balcony @Islamorada - Coconut Palm Suite
25-inch flat-screen TV with digital channels, TV

Treasure Harbor

Treasure Harbor
3.0 star property
Islamorada
9.0 out of 10, Wonderful, (129 reviews)
"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"
United States
Nick
Treasure Harbor
Exterior

Premium Floating Bungalow by Stay Ombi

Premium Floating Bungalow by Stay Ombi
3.5 star property
Key Largo
10.0 out of 10, Exceptional, (1 review)
The price is HK$7,191
HK$8,090 total
includes taxes & fees
16 Feb - 17 Feb
Premium Floating Bungalow by Stay Ombi
Marina

Island Sanctuary Islamorada

Island Sanctuary Islamorada
Tavernier
9.8 out of 10, Exceptional, (15 reviews)
"An amazing place to switch gears. Great host. Win/win."
United States
Alex Z.
The price is HK$2,075
HK$3,247 total
includes taxes & fees
15 Feb - 16 Feb
Island Sanctuary Islamorada
Pool

Amazing Ocean view condo

Amazing Ocean view condo
Tavernier
9.6 out of 10, Exceptional, (44 reviews)
"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"
United States
Natalie M.
The price is HK$1,688
HK$3,490 total
includes taxes & fees
1 Mar - 2 Mar
Amazing Ocean view condo
Beach nearby

3212 Across from Pool * King & Queen/Twin Bunk Bed

3212 Across from Pool * King & Queen/Twin Bunk Bed
Tavernier
9.8 out of 10, Exceptional, (152 reviews)
"Great stay lovely home "
United States
Yezenia
The price is HK$1,720
HK$4,027 total
includes taxes & fees
4 Mar - 5 Mar
3212 Across from Pool * King & Queen/Twin Bunk Bed
Beach nearby

Lazy Daze Double King Suite Ocean Pointe 2310

Lazy Daze Double King Suite Ocean Pointe 2310
Tavernier
9.8 out of 10, Exceptional, (26 reviews)
"Everything was exceptionally nice. Would definitely book again."
United States
Sharon
The price is HK$2,056
HK$4,439 total
includes taxes & fees
11 Mar - 12 Mar
Lazy Daze Double King Suite Ocean Pointe 2310
On the beach

Serenity In The Sun Condo Fabulous Ocean View

Serenity In The Sun Condo Fabulous Ocean View
Tavernier
10.0 out of 10, Exceptional, (108 reviews)
"Fantastic place to stay! Very clean and great hosts. Will stay again. "
United States
Les
The price is HK$2,189
HK$4,338 total
includes taxes & fees
10 Mar - 11 Mar
Serenity In The Sun Condo Fabulous Ocean View
A heated pool

Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups

Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups
Rock Harbor
10.0 out of 10, Exceptional, (72 reviews)
"Well organized, clean, beds and pillows were very comfortable, quit and very relaxing.If you are looking for a place to stay while diving, I would highly recommend staying here."
United States
Tracy M.
The price is HK$4,104
HK$9,691 total
includes taxes & fees
13 Mar - 14 Mar
Spacious 4BR/3BA • 8 Beds • Mariner’s Club Community • Perfect for Large Groups
Outdoor pool, a heated pool

NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES

NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES
Rock Harbor
9.8 out of 10, Exceptional, (106 reviews)
"Loved the location, the decor and the pool area!"
United States
Laureen h.
The price is HK$7,371
HK$13,060 total
includes taxes & fees
28 Feb - 1 Mar
NEW! OCEANFRONT SHOWHOUSE CASA MAR • NO RESORT OR MANAGMENT FEES • 2 KING SUITES
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Upper Matecumbe Key Hotel Reviews

Lime Tree Bay Resort

Lime Tree Bay Resort

10/10 Excellent
"Very nice resort...great view...employees always seemed friendly. We have already said "we will return"."
Dwight 1-night trip
Posted 16 hours ago
Lime Tree Bay Resort

Find out more about Upper Matecumbe Key

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