Updating...

More filters (1)

Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Grill
Cot available
Sauna
High chair
Sea view
Safe
Dishwasher
Children's pool
Clothes dryer
Cribs
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Table tennis
Ceiling Fans
Games room
Trampoline
Pool or snooker table
Towels provided
Hair dryer
Stove
Fridge
Freezer
Microwave
Linen provided
Bicycles available
Fax machine
Climbing frame
Swing set or jungle gym
Private fishing lake or river
Staffed property
Boat available
Video player
Housekeeping Included

See all

Less

Elevator access
Parking
Car not required
Children under 5

Smoking allowed
Non-Smoking property
Smoking - Ask
Wheelchair adapted
Wheelchair accessible

See all

Less

Beach or lakeside relaxation
Walking trips
Tennis in town
Water sports

Fishing
Cycling trips
Golf course on site or within 15 min walk
Waterfront
Golf within 30mins drive

See all

Less

54 house rentals

Sort by:

Top floor, two bedroom,two bath condo with private balcony,close to the Ocean

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$488

Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

“Perfect place to experience Key West” This is a lovely condo with a tropical, quiet view. Many extras are included: beach towels, bikes, and kitchen supplies. The pool area was our favorite spot, and we had coffee every morning on the balcony with chairs for all 6 of us. My husband enjoyed watching March Madness on the large T.V. Kathy did a fantastic job with all communications and provided great tourist tips. We would definitely stay here again!

Match: Elevator access

All filters match

Price per night from

$660

Atlantic Paradise Found modern luxury Best pool in Key West fine finishes

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$1,374

Botanical Island Delight Key West fantastic discounts for Summer & Fall

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Elevator access

All filters match

Price per night from

$745

Key West Affordable Ocean View Condo. Clean priced well on the Atlantic

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$745

Anchor Drop modern elegance upgrades throughout views of Atlantic Ocean

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$1,374

Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$1,145

Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$974

Tropical Paradise Key West - Upgraded Master Bath - Best Value Discounts

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$478

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

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Caribbean Conch 5 Minutes to Smathers Beach & 10 minute Bike Downtown - Value

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Ocean Front Key West Oasis Island Tones Charming Historical Downtown area

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$764

SEAPORT PANORAMA at Galleon Resort (Beach-Pool & Hot Tub-BBQ-55” TV-Jacuzzi)

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$912

Ocean Vista

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

Match: Elevator access

All filters match

Price per night from

$201

Salty Sea Breezes, Exquisite Morning Sunrises, Luxurious Condo. Fall Specials

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

Match: Elevator access

All filters match

Price per night from

$840

BOOK NOW FOR AMAZING DEALS FOR KEY WEST APRIL - SEPTEMBER $3750 A MONTH

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$134

Ocean View Monthly Rental at 1800 Atlantic- Open Nov, December & January

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Elevator access

All filters match

Price per night from

$172

Key West Morning reflections, Balmy Ocean Breezes, Downtown family fun

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Elevator access

All filters match

Price per night from

$382

SEAPORT SERENITY in Old Town—Beach-Pool-BBQ-Hot Tub

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$912

Moonlight Paradise Upgraded Family oasis Tropical views expansive balcony

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Leaward Isle close to the Ocean' & a short bike downtown. Best value at 1800

Stock Island condo

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Atlantic Ocean Breezes, Tropical Island Sunrises, Downtown 10 minutes away

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$382

Luxury Condominium in Old Town | Monthly Rental at Steamplant Key West

Key West condo

3 bedrooms
4 bathrooms

sleeps 8

Match: Elevator access

All filters match

Price per night from

$316

Island Style, Morning Sunrises, Salty Ocean Breezes & Downtown Key West days.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$458

Casa Coastal East, Morning sunrises, Evening night time vibes An Island home.

Key West apartment

2 bedrooms
2 bathrooms

sleeps 4

Match: Elevator access

All filters match

Price per night from

$478

Somewhere on the Beach a dream property all amenities included simply amazing

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$1,432

Key Wes't Best- Upgraded condo 5 mins to Smathers Beach Fantastic value

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$1,374

High Tide awaits your next visit upgraded condo close to Smathers Beach

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Our Nautical Home in Key West is available for amazing prices Summer of 2023

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Mar Y Sol a spectacular Ocean Front Oasis 10 minutes to Historic District

Key West apartment

3 bedrooms
2 bathrooms

sleeps 8

Match: Elevator access

All filters match

Price per night from

$1,718

Frost Free at 1800 Atlantic overlooking Smathers Beach top floor & upgrades

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$1,145

Key West On My Mind, Ocean Views, Renovated Kitchen, Last minute deals

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Top floor Ocean Views, Spacious 2 Bedroom Condo, Views from every room

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$974

Poolside Breeze a Tropical Retreat has a wrap around Balcony best location

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Nature's Boutique

Key West condo

2 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 hours 38 minutes

Match: Elevator access

All filters match

Price per night from

$230

Paradise Found in Key West upgrades throughout 5 minutes to Smathers Beach

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$859

Tranquility by Smathers and 10 minute bike downtown Key West value savings

Key West apartment

2 bedrooms
2 bathrooms

sleeps 6

Match: Elevator access

All filters match

Price per night from

$802

Viewing 38 of 54
rentals in Sugarloaf Key

Also consider

Key West 117 properties
Key Largo 91 properties
Marathon 88 properties
Islamorada 58 properties
Lower Keys 53 properties
Stock Island 27 properties
Cudjoe Key 25 properties
Big Pine Key 23 properties
Matecumbe Key 16 properties
Key Colony Beach 11 properties
Ramrod Key 7 properties
Sugarloaf 6 properties
Miami 450 properties
Madeira Beach 250 properties
St. Pete Beach 214 properties
Jacksonville 64 properties
Coral Gables 59 properties
Wellington 47 properties
Port St. Lucie 45 properties
Village of Golf 30 properties
Temple Terrace 18 properties
Bal Harbour 14 properties
Seminole 14 properties
New Port Richey 13 properties
North Redington Beach 12 properties
Holly Hill 11 properties
Whitney Beach 10 properties
Palm Beach Gardens 8 properties
Wildwood 7 properties
Palm Beach 6 properties
Marineland 6 properties
Golden Glades 5 properties

Vacation Rentals & House Rentals in Sugarloaf Key

Per night

54 house rentals

Viewing 38 of 54rentals in Sugarloaf Key

Also consider

Viewing 38 of 54
rentals in Sugarloaf Key