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
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Sugarloaf Key Condo Rentals

A heated pool
Tranquility by Smathers and 10 minute bike downtown Key West value savings
9.4 out of 10, Exceptional, (94)
"Nice accommodations. Very clean and comfortable and secure."
Tranquility by Smathers and 10 minute bike downtown Key West value savings
Pool | 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, (257)
"This property and host exceeded all of our expectations. It was spacious, comfortable, and welcoming with its amazing kitchen, breezy rooms, and friendly neighbors. The hosts were a pleasure to work with and easy to reach whenever we wished to communicate with them. 10/10 would return to this property. I highly recommend it!"
Luxury High End, 2 Bikes, Highspeed Wi-Fi, Work station, Pool, Hot Tub, Gym
Beach nearby
CORTEZ ~ Adults Only, Poolview Suite in Azul Mansion!
9.6 out of 10, Exceptional, (96)
"We enjoyed our stay here! Check in and check out was super easy. The fruit infused iced water at check in was a nice touch. We liked the coffee, fresh fruit, and water bottle filling station that was available in the common areas. The room was a little small but worked for the two of us with a convenient mini fridge. The hotel is very clean and organized and we enjoyed having a pool with floats and lounge chairs. Parking was on a first come first serve basis and was a little tight but we didn’t...
The price is 3 475 kr
includes taxes & fees
29 May - 30 May
CORTEZ ~ Adults Only, Poolview Suite in Azul Mansion!
Save an average of 10% on thousands of hotels when you're signed in
Pool
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
9.8 out of 10, Exceptional, (133)
"Incredible property on the water. The Last Key Realty team is amazing."
**SMOOTH SAILING @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
Outdoor dining
Two Bed One Bath Ground Floor End Unit in the Heart of Old Town
10.0 out of 10, Exceptional, (126)
"Really enjoyed staying at this location near Fort Zachary Taylor beach and Duval Street. The place was quiet and simple and served our needs well!"
Two Bed One Bath Ground Floor End Unit in the Heart of Old Town
Pool
**SUITE SANCTUARY @ THE BEACH** Oceanfront Condo & Pool + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (5)
"The unit is renovated, decorated and cleaned. The host Brian is very nice and friendly."
**SUITE SANCTUARY @ THE BEACH** Oceanfront Condo & Pool + LAST KEY SERVICES...
A heated pool
Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.
9.6 out of 10, Exceptional, (200)
"Awesome"
Magical Sunrises on the Atlantic, Upgraded Condo & 10 minutes to Downtown.
A heated pool
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
9.2 out of 10, Wonderful, (145)
"Was beautiful peaceful grounds! Wouldve liked a closer water view but was still very nice. Love the kitchen! The giant shower Jacuzzi tub was not in use so that was a little disappointing but we still enjoyed our stay in this lovely place."
IN GOOD SPIRITS ~ Waterfront Condo, Wrap-Around Balcony & Community Pool!
Beach nearby
CLARO ~ Adults Only, Poolview 1 BR, 1 Ba Suite in Azul Mansion!
9.8 out of 10, Exceptional, (108)
"Perfect place for us. We had a quick getaway to Key West. The room was super clean and exactly as described. Would stay again for sure!"
The price is 3 585 kr
includes taxes & fees
23 May - 24 May
CLARO ~ Adults Only, Poolview 1 BR, 1 Ba Suite in Azul Mansion!
Exterior
NEW YEAR - NEW CRAZY LOW DEALS ON FANTASTIC HOME
9.4 out of 10, Exceptional, (173)
"Great location in Key West. Easy to Uber or ride a bike around. The condo was very clean and the pool was nice. The beds were very comfortable. We had 4 adults stay there with one bathroom which was a little difficult. It was a little small for 4 adults. We really enjoyed sitting on both balconies, that did help with the space. Other than that it was a great choice in Key West!"
NEW YEAR - NEW CRAZY LOW DEALS ON FANTASTIC HOME
Property grounds
Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
10.0 out of 10, Exceptional, (270)
"We appreciated the fully equipped unit including bicycles. Just a super easy check in and check out process"
Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi
Beach nearby
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
9.4 out of 10, Exceptional, (87)
"We had a wonderful time! Thoroughly enjoyed the pool every day! Perfect temp and no kids! We will be back for sure! "
The price is 3 092 kr
includes taxes & fees
19 May - 20 May
ARIA~Adult Only, Treetop King Suite w/ Balcony & Shared Pool at Azul Mansion!
A heated pool
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
9.2 out of 10, Wonderful, (74)
"The location was great and the unit was clean. It was quiet and a nice area. The unit is very dated but that is not a big deal to us. The only reason I did not give it 5 stars is on arrival the dish washer was full of water and would not work. Dishes from previous renters was inside. We left multiple messages with the management company and they did not return our call. A minor inconvenience, but I would think that the management company would at least return our call and let us know they are...
Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value
Fridge, microwave, coffee/tea maker, dining tables
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
9.2 out of 10, Wonderful, (91)
"We absolutely loved this VRBO. We walked everywhere we wanted to go and it was conveniently located. If we come back to Key West we will try and stay here again. Only downfall--bathroom size. We were never in our room anyway so it was not a big issue"
The price is 3 019 kr
includes taxes & fees
19 May - 20 May
FONTANA ~ Adults Only, Pool Access Suite in Azul Mansion!
Beach nearby
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
9.8 out of 10, Exceptional, (101)
"Beautiful property in a great location. I would definitely stay again."
The price is 3 080 kr
includes taxes & fees
19 May - 20 May
FLOR DE CANA ~ Adults Only, Poolview Suite in Azul Mansion!
Pool
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
9.8 out of 10, Exceptional, (148)
"A beautiful place to stay! So clean and spacious! Felt like home! We really enjoyed the pool, the reading room, and fitness room. We also loved being so close to Smathers Beach! We had a wonderful vacation!"
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES
Pool
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (131)
"had a week's break from cold and wet Vancouver weather with a week trip to Florida with 3 nights in Key West. The property was lovely, well appointed and it was quiet when we went and didn't see many folks at the property and the awesome pool was largely empty. Key in was clean and easy and Christian the manager kindly left us a delicious key lime pie. There was parking as well - super easy. Note that this location is still a little way from "down town" key west - depending on who you are...
**NATURES EDGE @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES...
Beach/ocean view
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
8.8 out of 10, Excellent, (176)
"We loved Key West so beautiful and serene….We will definitely be staying at the seaside condo again and i left u guys a steamer for guest clothes….my gift 2 u …..Thank u again and she enjoyed Key West and this vacation will always be remembered because i proposed 🌴🌇"
The price is 4 307 kr
includes taxes & fees
10 Jun - 11 Jun
Watch Sunsets from Your Deck, Shared Pool/Hot Tub - Perfect for the Whole Family
Beach towels
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!
9.6 out of 10, Exceptional, (128)
"Perfect for two people!"
The price is 5 946 kr
includes taxes & fees
20 May - 21 May
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!
Pool
**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
9.8 out of 10, Exceptional, (146)
"Like the location right and beach access"
**FOLLOW THE SUN @ THE BEACH** Ocean Condo / Pool & Tennis + LAST KEY SERVICES..
Don't see what you're looking for?
See all available properties in Sugarloaf 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.

Other property types in Sugarloaf Key

2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV
Old Wooden Bridge Resort and Marina
2.5 star property
8.4 out of 10, Very good, (121)
"Amazing stay in a boat!"
The price is 2 747 kr
includes taxes & fees
19 May - 20 May
Old Wooden Bridge Resort and Marina
Beach towels
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (330)
"My husband and I just got back from Key West. We had a fabulous time and loved where we stayed. Ken, the owner, is terrific. Great communication, excellent tips on things to do and places to eat. It a large house and you have a room to stay in with your own bathroom, small kitchen and bed. It was perfect for us. We will definitely be back next time we visit Key West. Thanks Ken for being a great host!!!"
The price is 2 640 kr
includes taxes & fees
30 May - 31 May
Steps from Duval, Pool & Bikes $129-$299 Night!
Outdoor dining
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
"My son and his new wife stayed here for their honeymoon and they absolutely loved it!"
The price is 4 070 kr
includes taxes & fees
28 May - 29 May
Poolside Cottage #411
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.

Sugarloaf Key Condo Rentals information

Number of reviews
1,964
Accommodation
296 Condo Rentals
Lowest Price
3 019 kr
Highest Price
5 946 kr

Sugarloaf Key Hotel Reviews
Expedia verified reviews