Sugarloaf Key Vacation Rentals

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Our top choices for Sugarloaf Key vacation homes

The price is CA $473
CA $1,077 total
includes taxes & fees
Mar 31 - Apr 1
Starlight Serenity - Hideaway with Stunning Views

Vacation Home in Upper Sugarloaf Key

Private and Exclusive Florida Keys Getaway
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful! Pool was amazing!"
United States
Jennifer B.
The price is CA $1,497
CA $2,563 total
includes taxes & fees
Mar 24 - Mar 25
Private and Exclusive Florida Keys Getaway

Vacation Home in Upper Sugarloaf Key

The Lighthouse - Beach Houses Key West
9.6 out of 10, Exceptional, (11 reviews)
"Thank you for our wonderful stay at this beautiful property - everything was perfect - Peter"
United States
Peter Q.
The price is CA $1,650
CA $2,813 total
includes taxes & fees
Mar 12 - Mar 13
The Lighthouse - Beach Houses Key West

Vacation Home in Summerland Key

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
The price is CA $603
CA $1,165 total
includes taxes & fees
Mar 31 - Apr 1
Starlight Serenity - Hideaway w Stunning Views

Vacation Home in Upper Sugarloaf Key

The Hemingway - Beach Houses Key West
9.6 out of 10, Exceptional, (8 reviews)
"Perfect location way off the path if you like seclusion."
United States
Jonathan L.
The price is CA $1,943
CA $3,149 total
includes taxes & fees
Mar 11 - Mar 12
The Hemingway - Beach Houses Key West

Vacation Home in Sugarloaf Key

Private and Exclusive Beach Getaway
10.0 out of 10, Exceptional, (10 reviews)
"The location of the home is great, beautiful and peaceful.Enjoyed the pool."
United States
Rachel N.
The price is CA $1,125
CA $2,159 total
includes taxes & fees
Mar 9 - Mar 10
Private and Exclusive Beach Getaway

Vacation Home in Sugarloaf Key

Private and Exclusive Beach Getaway
8.0 out of 10, Very good, (2 reviews)
"If you're looking for a peaceful and picturesque getaway, the Bungalows at Sugarloaf Beach is the perfect choice!Thank you, Cadmier, for your hospitality. See again. Respectfully, Samat Sakebaev "
United States
Samat S.
The price is CA $2,707
CA $4,406 total
includes taxes & fees
Mar 13 - Mar 14
Private and Exclusive Beach Getaway
8.8 out of 10, Excellent, (6 reviews)
"The house was not thoroughly cleaned. The cabinets and under the place mats were dirty. When we opened the pack and play it had an orange substance caked all over inside. We tried to watch tv and remote had no batteries, we tried the second remote and that didn’t work either. "
United States
Heather H.
The price is CA $404
CA $947 total
includes taxes & fees
Mar 11 - Mar 12
Charming 3-bedroom house in Big Pine Key near Beach and Key West
9.8 out of 10, Exceptional, (85 reviews)
"The rental was super clean and beautiful."
United States
christopher v.
The price is CA $271
CA $678 total
includes taxes & fees
Mar 5 - Mar 6
$$ SAVE BIG $$ MARCH! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
8.0 out of 10, Very good, (1 review)
" Great 2 bedroom home in a lovely vacation community . We enjoyed the 2 recliners to relax after a full day of exploring as well as in the morning with our coffee. The screened in patio was a nice perk as well . At check in , a calendar of events was provided and the staff were friendly and helpful. FYI : We enjoyed a gorgeous sunrise right by the beach near the pool ."
United States
jim b.
The price is CA $342
CA $918 total
includes taxes & fees
Mar 4 - Mar 5
Updated 2BR/2BA Venture Out Home w/ Pool Access, Pet Friendly, Near Key West
9.4 out of 10, Exceptional, (104 reviews)
"Janet was great; quick to respond and very kind. Also the kayaks were fun and the beds were super comfy. "
United States
Lauren D.
The price is CA $340
CA $760 total
includes taxes & fees
Mar 11 - Mar 12
$$ SAVE BIG $$$ MARCH! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Vacation Home in Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
9.4 out of 10, Exceptional, (19 reviews)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
The price is CA $477
CA $923 total
includes taxes & fees
Mar 11 - Mar 12
Spanish Queen @Venture Out, Cudjoe Key
7.8 out of 10, Good, (14 reviews)
"Good experience. The property is well place and the Venture is really nice and quiet."
United States
Primeau J.
The price is CA $338
CA $702 total
includes taxes & fees
Mar 7 - Mar 8
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
9.4 out of 10, Exceptional, (8 reviews)
"Close to Key West. Would stay there again!!"
United States
elisa b.
The price is CA $272
CA $822 total
includes taxes & fees
Mar 11 - Mar 12
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Vacation Home in Cudjoe Key

Fun in the Sun in Cudjoe Key! #51
8.6 out of 10, Excellent, (9 reviews)
"This was a beautiful"
United States
Debbie A.
The price is CA $314
CA $944 total
includes taxes & fees
Mar 9 - Mar 10
Fun in the Sun in Cudjoe Key! #51
8.8 out of 10, Excellent, (66 reviews)
"If you are looking to see spectacular sunrises in the Keys, this location is great. Kitchen is well stocked with everything you need. "
United States
Paula D.
The price is CA $953
CA $2,114 total
includes taxes & fees
Mar 27 - Mar 28
One of the very few beach houses with a daily, rental license in the Keys.
9.0 out of 10, Wonderful, (160 reviews)
"Great location , clear communications and listing accuracy. Will be coming back again "
United States
Kirk D.
The price is CA $477
CA $952 total
includes taxes & fees
Mar 26 - Mar 27
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely love it here… Randy is great to work with and always available. "
United States
Jeannine R.
The price is CA $375
CA $702 total
includes taxes & fees
Mar 31 - Apr 1
Charming 2-bedroom house with WiFi, AC in lovely Cudjoe Key
8.4 out of 10, Very good, (123 reviews)
"Great experience "
United States
Peyton S.
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
9.4 out of 10, Exceptional, (12 reviews)
"Our family had an amazing vacation! We love the house and hope to come back!! "
United States
Tammy G.
The price is CA $322
CA $886 total
includes taxes & fees
Apr 2 - Apr 3
Island Time #110 Ocean Views - Cudjoe Key
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 Sugarloaf Key Hotel Reviews

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Sugarloaf Key Vacation Homes information

Number of reviews
655
Accommodation
841 Vacation Homes
Lowest Price
CA $678
Highest Price
CA $4,406

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