Search Condo Rentals in Sugarloaf Key

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
18 Rab. II - 20 Rab. II
In two weeks
25 Rab. II - 27 Rab. II
In one month
9 Jum. I - 11 Jum. I
In two months
6 Jum. II - 8 Jum. II

Compare 407 Condo Rentals in Sugarloaf Key with updated reviews, rates, and availability.

Coconut Mallory Resort And Marina By Kees Vacations
2 outdoor pools

Coconut Mallory Resort And Marina By Kees Vacations

3.0 star property
8.2 out of 10, Very Good, (808)
"Very tropical, on the water. Everything u need in amenities. Pools were great!"
Coconut Mallory Resort And Marina By Kees Vacations
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, (129)
"We loved everything about it, the place was spotless and although the Havana room is quite small, we didn't spend much time there. Walkable to Duval Street and just a very pleasant property."
The price is SAR 492
SAR 1,095 total
includes taxes & fees
15 Apr - 16 Apr
HAVANA VIEJA ~ Adults Only, Poolside Queen Room w/ Shared Pool!
THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!
Interior

THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!

9.2 out of 10, Wonderful, (5)
"Recommend a key pad for the front door. We were on the first floor next to the front door with no lock. "
The price is SAR 507
SAR 1,116 total
includes taxes & fees
15 Apr - 16 Apr
THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Flat-screen TV, DVD player, stereo

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!

9.2 out of 10, Wonderful, (173)
"This is really a great space for a couple that enjoys being near the scene but not totally in the middle of the scene. Easy walk to both sides of the island and Duval street. We sat on the front stoop every evening and enjoyed the passersby and traffic. It’s a little noisy from the scooters and golf carts because you are close to the road but it still sleeps comfortably. Nice, cool and dark.Highly recommend using Beth at the concierge service. We had groceries waiting for us and set up a spa day...
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!
Miscellaneous

AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!

9.4 out of 10, Exceptional, (107)
"Azul mansion is in a great location with easy walking to Duval, Higgs Beach, etc. Free parking that was always available onsite. Very clean. Bathroom could use an update. If staying in Ambrosia, note that the light and sounds take some getting used to. You have the light from the pool area (we were fine with it but if you are sensitive to light this is not the room for you) and the ceiling fan and air conditioning unit are fairly loud. The first night we were awake every hour but it got better....
The price is SAR 484
SAR 1,087 total
includes taxes & fees
14 Apr - 15 Apr
AMBROSIA ~ Adults Only, Poolside King Room in Azul Mansion!
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
Exterior

STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!

9.8 out of 10, Exceptional, (87)
"This property was amazing! Whitney was incredible with her communication! "
STRIPES ~ Delightful Condo w/Shared Pool in the Heart of Old Town Key West!
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
A heated pool

Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval

9.2 out of 10, Wonderful, (131)
"Overall we enjoyed our stay. Positive highlights: the pool including southern exposure, large dining table, and comfortable beds. Not shown in pictures is a larger TV (50" ?), a new glasstop range, and coffee maker which can both make a pot and accepts KCups. The unit was nicely furnished with kitchen supplies (cups, plates, pans, measuring cups etc).Negatives insights: a LOT of no see ums, pool area could use more umbrellas (get there by mid-morning), a broken living room chair (wobbles; needs...
Ocean Hideaway a Key West Nature retreat close to Smathers & 15 to Duval
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
Terrace/patio

THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!

9.4 out of 10, Exceptional, (8)
"Would definitely stay again or recommend "
The price is SAR 657
SAR 1,354 total
includes taxes & fees
15 Apr - 16 Apr
THE CORNISH SUITE @ Inn on Fleming ~ 3rd Floor 2 Bedroom w/Shared Pool!
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
A heated pool

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

9.8 out of 10, Exceptional, (77)
"Loved everything. Great location to Duval Street. Found a 15/day self park lot two blocks down--much easier than looking fir a street spot."
The price is SAR 736
SAR 1,542 total
includes taxes & fees
16 Apr - 17 Apr
GOLDEN NUGGET ~ Adult Only, 1st Floor Queen Bedroom w/ Shared Pool!
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
A heated pool

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

8.6 out of 10, Excellent, (11)
"Great sleepy part of town to get away from all the hustle and bustle of Duval. "
The price is SAR 568
SAR 1,237 total
includes taxes & fees
14 Apr - 15 Apr
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!
Beach nearby

FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!

9.8 out of 10, Exceptional, (122)
"Very good spot to stay. Easy to walk to everything in Old Key West. Thanks "
The price is SAR 736
SAR 1,400 total
includes taxes & fees
6 May - 7 May
FLOR DE CANA ~ Adults Only, Poolview Queen Room at Azul Mansion!
Leo’s Lodge | Newly Updated!
A heated pool

Leo’s Lodge | Newly Updated!

8.8 out of 10, Excellent, (9)
"It was a nice clean place smarter than I thought, but it gave us what we needed. "
The price is SAR 631
SAR 1,333 total
includes taxes & fees
27 Apr - 28 Apr
Leo’s Lodge | Newly Updated!
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
Beach nearby

CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!

9.8 out of 10, Exceptional, (103)
"We really wanted a location that was central to Old Town in Key West as we wanted to be able to walk or catch the trolley, this rental was perfect. "
The price is SAR 545
SAR 1,162 total
includes taxes & fees
15 Apr - 16 Apr
CAPTIVA ~ Adults Only, King Room with Community Pool at Azul Mansion!
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!

9.6 out of 10, Exceptional, (77)
"Nice Property. Would stay again."
The price is SAR 713
SAR 1,417 total
includes taxes & fees
22 Apr - 23 Apr
ROYAL PALM STUDIO ~ Adult Only, Studio w/ Community Pool & Close to Town!
Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.
Beach/ocean view

Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.

9.8 out of 10, Exceptional, (9)
"The place was great - had most everything we needed. Location was ideal across the street from the beach. Pool and tennis court were both great. "
Spectacular Morning Sunrises, Smathers Beach convenience La Brisa 3 Bedroom.
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, (283)
"wonderful property and very convenient to everything on the island"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Key West Beachfront Luxury 2/2 Condo A212
Outdoor pool, a heated pool

Key West Beachfront Luxury 2/2 Condo A212

10.0 out of 10, Exceptional, (144)
"We enjoyed our stay at this spacious condominium. It is spacious, has all the amenities that a family will need, is close to all the attractions in Key West. The host was kind enough to leave detailed notes about the condo and on things to do in Key West. Overall, an excellent experience, we highly recommend this place. "
Key West Beachfront Luxury 2/2 Condo A212
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
Beach nearby

SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!

9.8 out of 10, Exceptional, (76)
"Great property to stay at! Would definitely recommend and look forward to returning again! Thank you!"
The price is SAR 875
SAR 1,820 total
includes taxes & fees
21 Apr - 22 Apr
SUGAR PALM SUITE ~ Adult Only, Cozy 1 BR, 1 Ba w/ Kitchen and Shared Pool!
ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath
Interior

ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath

9.8 out of 10, Exceptional, (45)
"Loved the location and ease of getting everywhere we needed downtown! Everything on the inside was very clean and more upscale than several VBROs we have stayed at. The only thing that would have helped is in the instructions mention that you can easily walk down the alley to the right as walk out the front door (near the Italian/pizza place). Walked down the block to the left twice before I realized there was a quicker way. "
The price is SAR 1,919
SAR 3,579 total
includes taxes & fees
15 Apr - 16 Apr
ROOFTOP PENTHOUSE- | 2 Bed, 1.5 Bath
Luxury Waterfront at Galion Resort in Old Town
Terrace/patio

Luxury Waterfront at Galion Resort in Old Town

9.6 out of 10, Exceptional, (81)
"The only complaint would be the garden tub. Very hard to get in to get a shower!!! Especially when you have short legs"
The price is SAR 2,535
SAR 3,212 total
includes taxes & fees
4 May - 5 May
Luxury Waterfront at Galion Resort in Old Town
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 Sugarloaf Key
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Sugarloaf Key

Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (211)
"Good experience, clean house and safe !"
The price is SAR 522
SAR 962 total
includes taxes & fees
13 Apr - 14 Apr
Old Wooden Bridge Resort and Marina
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (126)
"Absolutely loved this property. Very affordable, cozy and good quality stays. Be ready for a little fish smell when walking outside! But I did not mind that. "
The price is SAR 436
SAR 1,120 total
includes taxes & fees
27 Apr - 28 Apr
Aqua Lodges at Hurricane Hole Marina
Hyatt Vacation Club at Sunset Harbor, Key West
Outdoor pool

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 star property
8.4 out of 10, Very Good, (292)
"This was an amazing property. Wish we had stayed for more than a night and we're already planning a trip to Key West again just to stay here another time. Very friendly and helpful reception staff. Parking deck is directly across the street. Beautiful pool. Near the water (cruise port), a 5 minute walk to Duval Street, and the Truman Little White House was basically next door. Genuinely cannot say enough good things about this hotel."
The price is SAR 1,165
SAR 1,416 total
includes taxes & fees
14 Apr - 15 Apr
Hyatt Vacation Club at Sunset Harbor, Key West
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.

Frequently asked questions

Why book your condo in Sugarloaf Key with Expedia?
We think that getaways should be stress-free, so if you’re seeking condos at a competitive rate, Expedia delivers. Save cash and choose something small and cozy, or splurge on a luxury condo and spoil your favorite people. Our search filters make it easy to find a place in Sugarloaf Key that checks your boxes.
How can I find cheap condos in Sugarloaf Key?
With Expedia’s helpful filter tool, getting your hands on cheap condos in Sugarloaf Key is a piece of cake. To find properties that are easy on the wallet, refine your search by star rating, amenities and budget.