Lower Matecumbe Key Vacation Rentals

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Vacation Rentals in Lower Matecumbe Key

Beach Residence / Private overwater dock / Heated Pool / Mahi Key

Beach Residence / Private overwater dock / Heated Pool / Mahi Key

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Private Beachfront Paradise

9.8 out of 10, Exceptional, (68)
"Good location "
Private Beachfront Paradise

Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25

10.0 out of 10, Exceptional, (81)
"Amazing stay, property was exactly as advertised and had everything we needed."
Oceanfront 165ft beach-Dock-Heated pool-4K sq.ft 4 bed/5 bath-Next avail 5.17.25

Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views

10.0 out of 10, Exceptional, (100)
"This is the perfect location and home for a large gathering. 5 bedroom suites that offer privacy for each room, beautifully well stocked kitchen and everything you need for outdoors. Highly recommend!"
Private Oceanfront: Heated Pool, Paddleboards & Kayaks - 180 degree ocean views

WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

9.6 out of 10, Exceptional, (77)
"Great and clean place to stay. Chris was the perfect host. "
WOW! WATERFRONT CANAL HOME-RELAXING, FRESH & CLEAN-FISH, SWIM, SNORKEL CLOSE BY!

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

Ocean View Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key Two

BeachFront Paradise/By The Glam Homes

BeachFront Paradise/By The Glam Homes

Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

9.6 out of 10, Exceptional, (25)
"Beautiful, spotlessly clean, comfortable, well appointed, great pool! A lovely little cottage that had everything we needed! Perfect stay!"
Bungalow #4 - 2 Bed/1 Bath & Pool in Islamorada

Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada

9.0 out of 10, Wonderful, (13)
"Cute little cottage in the Florida keys, great space plus there is a pool."
Bungalow #3 - 2 Bed/1 Bath & Pool in Islamorada

Breezy Palms Resort

2.5 star property
8.8 out of 10, Excellent, (465)
"Great place !"
The price is CA $162
CA $254 total
includes taxes & fees
May 21 - May 22
Breezy Palms Resort

The Islands of Islamorada

4.0 star property
9.8 out of 10, Exceptional, (59)
"Absolutely outstanding resort. Legitimate 5 star property. "
The price is CA $735
CA $903 total
includes taxes & fees
Jun 1 - Jun 2
The Islands of Islamorada

Island Bay Resort

2.5 star property
10.0 out of 10, Exceptional, (114)
"Beautiful, well maintained, small resort with a nice beach area. "
Island Bay Resort

OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

10.0 out of 10, Exceptional, (178)
"We very much enjoyed our stay at Windley Key. The house was well stocked, very clean and beds were super comfortable. Communication with Linda & Roger was great. The property was very clean, pool was great (nice & warm for our cool week) and the beach area is very nice.Would highly recommend this property! "
OCEANFRONT ANGLERS REEF ISLAMORADA HOME- Pool, Dock, Beach, Kayaks,Paddle Boards

Amazing Ocean view at Ocean Pointe w/Heated Pool

9.6 out of 10, Exceptional, (29)
"Great stay, property as described/pictured.Would stay again if headed to the Keys"
Amazing Ocean view at Ocean Pointe w/Heated Pool

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

9.8 out of 10, Exceptional, (210)
"This is our second time staying at the property, but the first time in this rental property. It was exactly as advertised. I would recommend this property. "
The price is CA $276
CA $605 total
includes taxes & fees
May 18 - May 19
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....

10.0 out of 10, Exceptional, (253)
"Great place to stay "
Oceanfront Key Largo Paradise with Private Beach~Pool~Tennis~Marina & more....

Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

8.6 out of 10, Excellent, (41)
"The kitchen had ample supplies. We were there during the coldest and windiest week of the year. The heat didn’t work so it got pretty cool. We didn’t use the the deck much since it was so cool. The condo is on a canal but a fence blocks the view and access is not allowed. The small tub was not heated so we could not use that. Other than that the condo accomodated 2 couples well. We enjoyed visiting the dolphin research center nearby and would have enjoyed it more if the weather was nicer. There...
Great Water Front 2 Story Townhouse With Boat Slip available at additional cost

Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards

9.0 out of 10, Wonderful, (24)
"Great property with great views."
Sunsets in Paradise~ Gulf Front Pool Home, 22' Dock, Kayaks, Bikes & Paddleboards

Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.

9.6 out of 10, Exceptional, (41)
"Very nice property, pleasant view !"
Water Front Condo in Duck Key. FREE WIFI/CABLE. Over looking Gulf of Mexico.
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.
Don't see what you're looking for?
See all available properties in Lower Matecumbe Key
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Lower Matecumbe Key you may be interested in

Matecumbe Resort

2.0 star property
9.0 out of 10, Wonderful, (34)
"Beautiful resort! All the amenities were great and it was centrally located."
The price is CA $217
CA $244 total
includes taxes & fees
May 15 - May 16
Matecumbe Resort

Beach Residence / Private overwater dock / Heated Pool / Mahi Key

Beach Residence / Private overwater dock / Heated Pool / Mahi Key

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One

Ocean View Duplex Penthouse | Retreat amenities: tennis court, heated Pool | Vista Key One
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.