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Check prices for these dates

In two weeks
12 Sept - 14 Sept
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Featured Condo Rentals in Sugarloaf Key

Our top choices for Sugarloaf Key condo rentals

THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Beach nearby

THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.8 out of 10, Exceptional, (18)
"Great place will rent again "
The price is AU$361
includes taxes & fees
1 Sept - 2 Sept
THE TRUMAN ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
Beach nearby

WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool

9.4 out of 10, Exceptional, (11)
"Great time staying there "
The price is AU$368
includes taxes & fees
8 Sept - 9 Sept
WHITEHEAD ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!
Beach nearby

GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!

9.2 out of 10, Wonderful, (16)
"I was initially worried because I normally would only book with a property that had quite a bit of reviews. I'm glad I trusted my instincts to go with the Inn on Fleming! The room looked exactly as pictured. The whole lodge had a cute charm to it. Perfect place to stay when visiting the keys."
The price is AU$459
includes taxes & fees
8 Sept - 9 Sept
GEIGER SUITE @ Inn on Fleming~ADULTS ONLY 2 BR 3rd Floor Suite w/Shared Pool!
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
Beach nearby

ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!

9.6 out of 10, Exceptional, (131)
"This was a clean property which had everything including an ice machine and filttered water machine! Friendly professional people who work there and have thought of every extra touch to make your stay worry free! Great pool,and I stayed at the top "treehouse" room which had 2 sets of stairs to get to it. It was a large room and I enjoyed it with my own private deck!"
The price is AU$363
includes taxes & fees
1 Sept - 2 Sept
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!
Beach nearby

SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!

9.8 out of 10, Exceptional, (17)
"The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location. "
The price is AU$359
includes taxes & fees
1 Sept - 2 Sept
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Beach nearby

COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!

9.6 out of 10, Exceptional, (140)
"This property was great, it had everything needed, extremely clean and walking distance to Davual st.The pool area is wonderful and it was the perfect temperature!Would highly recommend."
The price is AU$381
includes taxes & fees
8 Sept - 9 Sept
COHIBA ~ Adults Only, Poolview Queen Room in Historic Azul Mansion!
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Outdoor pool, a heated pool

Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym

9.8 out of 10, Exceptional, (297)
"Excellent accommodations, gorgeous condon"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
Sport court

Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony

9.0 out of 10, Wonderful, (26)
"Great place, great location, great communication from host!"
Two-bedroom, two-bath condo close to the Ocean. Full kitchen, living r & balcony
FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!
Beach nearby

FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!

9.4 out of 10, Exceptional, (132)
"Over perfect. A couple blocks from good eats and beaches. Couldn’t have been more pleased"
The price is AU$349
includes taxes & fees
1 Sept - 2 Sept
FONTANA ~ Adults Only, Pool Access King Room at Azul Mansion!
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
Beach nearby

THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

9.8 out of 10, Exceptional, (21)
"We enjoyed our stay. We love the area and were able to walk to all areas of old town."
The price is AU$361
includes taxes & fees
2 Sept - 3 Sept
THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Beach nearby

GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!

9.8 out of 10, Exceptional, (89)
"We loved the place; the secluded pool between the vegetation, the room and little extras made this stay above our expectations!"
The price is AU$481
includes taxes & fees
7 Sept - 8 Sept
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Beach nearby

ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!

9.4 out of 10, Exceptional, (90)
"We really enjoyed the property. "
The price is AU$401
includes taxes & fees
1 Sept - 2 Sept
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
Beach nearby

HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!

9.6 out of 10, Exceptional, (142)
"We had a great stay places is amazing"
The price is AU$349
includes taxes & fees
1 Sept - 2 Sept
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!
Beach nearby

THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!

9.6 out of 10, Exceptional, (17)
"Short walk to Duval street, quiet and very clean and comfortable."
The price is AU$366
includes taxes & fees
1 Sept - 2 Sept
THE GATO ROOM @ Inn on Fleming ~ ADULTS ONLY 2nd Floor Queen & Shared Pool!
Direct Ocean View from Your Condo-No Contact Check-In
Outdoor dining

Direct Ocean View from Your Condo-No Contact Check-In

9.4 out of 10, Exceptional, (159)
"We loved this lovely condo. Close to beach, pool and activities. Clean and had everything you need. "
Direct Ocean View from Your Condo-No Contact Check-In
SUMMER ISN'T OVER YET - PROCES REDUCED FOR OPEN NIGHTS!!!!
Exterior

SUMMER ISN'T OVER YET - PROCES REDUCED FOR OPEN NIGHTS!!!!

9.4 out of 10, Exceptional, (204)
"wonderful place to stay"
SUMMER ISN'T OVER YET - PROCES REDUCED FOR OPEN NIGHTS!!!!
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
Beach nearby

COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!

9.6 out of 10, Exceptional, (91)
"Great stay, clean property in a perfect location that is quiet and still walkable. Would gladly stay here again!"
The price is AU$402
includes taxes & fees
1 Sept - 2 Sept
COCONUT PALM STUDIO ~ Adult Only Studio, Heated Shared Pool & Close to Town!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Exterior

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (181)
"Place is centrally located which is ideal for walking from place to place. House was very clean and had everything needed for my time spent there"
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Duval Delight | Recently Remodeled Condo on Duval!
Terrace/patio

Duval Delight | Recently Remodeled Condo on Duval!

9.8 out of 10, Exceptional, (30)
"Very nice, clean, comfortable!"
The price is AU$665
includes taxes & fees
31 Aug - 1 Sept
Duval Delight | Recently Remodeled Condo on Duval!
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
A heated pool

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!

8.4 out of 10, Very good, (26)
"Property as described in listing, enjoyed our stay! Would def stay again! "
The price is AU$368
includes taxes & fees
7 Sept - 8 Sept
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
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

Find out more about Sugarloaf Key

Find out more about Sugarloaf Key

Sugarloaf Key Condo Rentals information

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Frequently asked questions

What is there to do in Sugarloaf Key near my condo?
The most practical travel accessory is a well-thought-out travel plan. Florida Keys Beaches is a great place to begin your adventures in Sugarloaf Key.