A wooden pier extending into a clear blue sea with a sandy beach in the foreground and a cloudy sky above.

Search and Rent Upper Matecumbe Key Condos

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Upper Matecumbe Key condo rentals

On the beach, sun loungers

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

Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
Tavernier
9.8 out of 10, Exceptional, (245 reviews)
"Great place to stay"
United States
Llonda B.
$377 nightly
The price is $418
Jul 12 - Jul 13
Total with taxes and fees
Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo
A heated pool

Ocean view condo with balcony/marina view

Ocean view condo with balcony/marina view
Tavernier
8.6 out of 10, Excellent, (45 reviews)
"Wonderful stay! Beautiful view from the balcony"
United States
Katy T.
$382 nightly
The price is $424
Aug 11 - Aug 12
Total with taxes and fees
Ocean view condo with balcony/marina view
Sun loungers, beach towels

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen

Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
Tavernier
10.0 out of 10, Exceptional, (22 reviews)
"Cute place! Plenty of room for our family with beautiful view from the balcony. The pool and beach were perfect. We’d stay again! "
United States
Erin G.
$441 nightly
The price is $490
Aug 11 - Aug 12
Total with taxes and fees
Your Happy Place - gorgeous 2 bed/2 bath oceanfront suite with full kitchen
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, (158 reviews)
"Perfect place for family to get away. Plenty of room"
United States
Aaron H.
$439 nightly
The price is $477
Jul 19 - Jul 20
Total with taxes and fees
3212 Across from Pool * King & Queen/Twin Bunk Bed
Beach nearby

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (115 reviews)
"Everything was wonderful! We enjoyed our stay very much. "
United States
Colleen D.
$398 nightly
The price is $442
Jul 13 - Jul 14
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Beach nearby

Flamingo Flats Ocean Pointe 5306 2BR/2BA

Flamingo Flats Ocean Pointe 5306 2BR/2BA
Tavernier
9.6 out of 10, Exceptional, (8 reviews)
"Great location and prompt support with all questions we had. "
United States
Jim I.
$480 nightly
The price is $522
Jul 26 - Jul 27
Total with taxes and fees
Flamingo Flats Ocean Pointe 5306 2BR/2BA
Interior

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Tavernier
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful condo with nice decor. We enjoyed the pool and was nice having a restaurant on site. I would definitely stay there again "
United States
Cathy
$406 nightly
The price is $441
Aug 11 - Aug 12
Total with taxes and fees
Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR
Beach nearby

Reel Key Largo Escape Ocean Pointe 5209

Reel Key Largo Escape Ocean Pointe 5209
Tavernier
9.6 out of 10, Exceptional, (10 reviews)
"Great area"
United States
Yesenia
$408 nightly
The price is $443
Jul 28 - Jul 29
Total with taxes and fees
Reel Key Largo Escape Ocean Pointe 5209
Property grounds

Ocean front gated privacy with 3 bedrooms and protected boat slip.

Ocean front gated privacy with 3 bedrooms and protected boat slip.
Layton
10.0 out of 10, Exceptional, (62 reviews)
$903 nightly
The price is $1,002
Jul 26 - Jul 27
Total with taxes and fees
Ocean front gated privacy with 3 bedrooms and protected boat slip.
A heated pool

OP-2 Ocean View w/heated pool beach marina

OP-2 Ocean View w/heated pool beach marina
Tavernier
8.6 out of 10, Excellent, (13 reviews)
"Great location, thoughtful set-up. "
United States
Michelle J.
$334 nightly
The price is $371
Jul 14 - Jul 15
Total with taxes and fees
OP-2 Ocean View w/heated pool beach marina
Exterior

Florida Keys Getaway - Slps 4 - Ocean View

Florida Keys Getaway - Slps 4 - Ocean View
Tavernier
9.8 out of 10, Exceptional, (33 reviews)
"A comfortable little condo, conveniently located for exploring the Keys. There’s a nice pool and small beach area with a bar/restaurant that are well maintained."
United States
Stephen
$297 nightly
The price is $329
Aug 3 - Aug 4
Total with taxes and fees
Florida Keys Getaway - Slps 4 - Ocean View
Beach

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Tavernier
10.0 out of 10, Exceptional, (169 reviews)
"Condo was beautiful would definitely stay here again."
United States
Dan M.
$394 nightly
The price is $437
Jul 14 - Jul 15
Total with taxes and fees
Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ
Sun loungers

Ocean Pointe - Pool, Hot Tub, View, Beach, Parking

Ocean Pointe - Pool, Hot Tub, View, Beach, Parking
Tavernier
10.0 out of 10, Exceptional, (3 reviews)
"Nelson was very responsive and a wonderful host. The unit was excellent! The best we have ever stayed in. We will most certainly be back "
United States
barbara m.
$380 nightly
The price is $421
Jul 12 - Jul 13
Total with taxes and fees
Ocean Pointe - Pool, Hot Tub, View, Beach, Parking
Sun loungers, beach towels

Ocean View Retreat w/Private Pool, 2 Br Condo, Lagoon, Kayaks, Marina, Sunrises!

Ocean View Retreat w/Private Pool, 2 Br Condo, Lagoon, Kayaks, Marina, Sunrises!
Key Largo
$414 nightly
The price is $459
Aug 5 - Aug 6
Total with taxes and fees
Ocean View Retreat w/Private Pool, 2 Br Condo, Lagoon, Kayaks, Marina, Sunrises!
Pool

Coral Penthouse Key Largo Ocean Pointe 4216

Coral Penthouse Key Largo Ocean Pointe 4216
Tavernier
10.0 out of 10, Exceptional, (20 reviews)
"The ocean view was perfect. The property was nicely situated for all the activities and restaurants in the upper keys. Would definitely stay here again"
United States
David C.
$486 nightly
The price is $529
Aug 11 - Aug 12
Total with taxes and fees
Coral Penthouse Key Largo Ocean Pointe 4216
Beach nearby

Ocean View Overlooking Marina Ocean Pointe 5305

Ocean View Overlooking Marina Ocean Pointe 5305
Tavernier
10.0 out of 10, Exceptional, (27 reviews)
"Great place with a wonderful view. It has everything you need in the kitchen. We would definitely stay there again. "
United States
Edwina S.
$431 nightly
The price is $469
Aug 11 - Aug 12
Total with taxes and fees
Ocean View Overlooking Marina Ocean Pointe 5305
TV

Escape to the Keys, Ocean View 2BR - Pool, Beach

Escape to the Keys, Ocean View 2BR - Pool, Beach
Tavernier
$352 nightly
The price is $391
Jul 16 - Jul 17
Total with taxes and fees
Escape to the Keys, Ocean View 2BR - Pool, Beach
Beach

Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen

Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
Tavernier
9.8 out of 10, Exceptional, (7 reviews)
"An awesome place to stay, fish and relax!"
United States
robert d.
$422 nightly
The price is $458
Aug 11 - Aug 12
Total with taxes and fees
Ocean View Gem Ocean Pointe 3406 2BA/2BR King/Queen
Sun loungers, beach towels

Oceanfront 2BR/2BA Remodeled Condo King + Bunk Room Balcony Views

Oceanfront 2BR/2BA Remodeled Condo King + Bunk Room Balcony Views
Tavernier
10.0 out of 10, Exceptional, (13 reviews)
"Great location, responsive host."
United States
Sara A.
Oceanfront 2BR/2BA Remodeled Condo King + Bunk Room Balcony Views
TV

Saltair Loft Ocean Pointe 2 BR 2 BA 1411

Saltair Loft Ocean Pointe 2 BR 2 BA 1411
Tavernier
10.0 out of 10, Exceptional, (5 reviews)
"Everything was perfect and the hosts were super helpful with recommendations for places to eat"
United States
Tricia L.
$452 nightly
The price is $491
Aug 11 - Aug 12
Total with taxes and fees
Saltair Loft Ocean Pointe 2 BR 2 BA 1411
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

Waterside Suites & Marina

Waterside Suites & Marina

10/10 Excellent
"I loved the room. Very up to date and very spacious! I love the balcony overlooking the water. We had a great time! Staff was very helpful. Our doggies loved their stay as well. Will be staying here again"
Sandra 2-night trip
Posted 2 hours ago
Waterside Suites & Marina

Find out more about Upper Matecumbe Key

Upper Matecumbe Key Condo Rentals information

Number of reviews
731
Accommodation
358 Condo Rentals
Lowest Price
$329
Highest Price
$1,002

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