Tropical Village

12 Bedrooms 9 Bathrooms Sleeps 30 Key West Pet Friendly

12BR/9BA gated enclave of 6 historic rentals w/ shared central courtyard: trees/gardens/pool/deck/grill/picnic area/outdoor showers. Covered porches. Balcony. One wheelchair-friendly home. Sleeps 30 adults. Weddings/reunions/large groups.

It takes a village. Tropical Village can accommodate your village! This gated enclave of six, historic, lovingly renovated, Old Key West vacation properties can sleep up to thirty adults, and can comfortably accommodate your large group for weddings, reunions, retreats, etc.

Located just six blocks from Higgs Beach and a few blocks from Duval Street, this ideal setting puts fun at your fingertips. Anchor yourself here where contemporary elegance blends with island-style comfort and character of Old Key West. Stargaze over nearby open ocean. Nights are fragrant with jasmine. Stroll to great seafood, fine dining, and iconic attractions like the KW Butterfly & Nature Museum.

These five conch-style homes offer six separate vacation rental units. Each historic, 1930’s-era property boasts its own unique charm and style, making everyone’s vacation fun-filled. Southern Cross is the wheelchair friendly unit with ramp entryways and bathroom railings. Tropical Utopia is NOT handicap friendly, as it is a second-floor space, only accessible by an exterior staircase. All the properties (except for Tropical Utopia) are ground-floor, one-story bungalows, separated by gardens and shade trees, all nicely arranged around a central courtyard with a swimming pool.

Spread out over these six charming cottages to let the whole group unwind in paradise. Relax poolside with an icy beverage. Grill and dine alfresco as Caribbean breezes rustle palm fronds. Savor Cuban sandwiches or evening cocktails on porches overlooking gardens of orchids and bromeliads. Sip your morning citrus juice on the tree-top balcony at sunrise! Stroll to the beach scene to search for seashells. Tropical Village offers an unforgettable getaway.

This gated, quiet, private enclave is set back from the hustle-bustle. The properties are thoughtfully adorned with tasteful, iconic local art. Remodeled bathrooms have luxurious details. The homes have all-new water filtration systems.

Living:
Enjoy bright, sunny, open concept kitchen/dining/living spaces: high ceilings, whitewashed exposed beams, large windows and an earthy color palette of driftwood, seagrass, and dune with pops of vibrant tropical hues.

Kitchen/Dining:
Sleek, fully equipped kitchens offer stainless appliances, including glass-top stoves, oven, microwaves, dishwashers, full-size fridges, compact fridges and farmhouse sinks. Every property offers a full kitchen, except for Poolside Paradise, a one-bedroom unit which offers a kitchenette.

Every cottage offers comfortable dining tables; both interior and alfresco. Two shaded pool-side dining tables seat eight.

Bedrooms/Baths:
All of the air conditioned bedrooms offer closets or bureaus, ceiling fans, a SmartTV, and rattan-style bedside tables with reading laps. The stylish bathrooms have rain shower heads, large, well-lit mirrors, towels, toiletries, and hair dryers.

Outdoor Amenities:
A tall exterior fence, lush gardens, and mature trees provide privacy, security, and a peaceful, tropical ambiance. Serve hors d'oeuvres or cocktails by the pool. Afternoons are fragrant with frangipani.

Cool off in the sparkling blue swimming pool, or doze on a poolside on a cushioned lounge chair. This swimming pool will delight families, children, the very young, and the young at heart. The poolside deck features a gas grill and two wrought-iron picnic tables with seating for eight or more. Gather for an afternoon cookout in paradise! Mature palms, mango trees, and vibrant bougainvillea shade the pool deck.

Since laundry never sleeps (even when you're on vacation), the outdoor common area offers a laundry shed with two commercial washers and two commercial dryers. The laundry area is tucked away in a rustic, whitewashed outbuilding with rolling farmhouse-style barn doors.

Discover the ultimate amenity: stroll just two blocks to Higgs Beach. Dip your toes in the emerald ocean. Collect seashells and savor serene Caribbean sunsets in pink, violet, and gold hues. After a day at the beach, shower off in private outdoor showers. Park your car in shaded street parking spots out front. Stroll or bike to attractions.

The Neighborhood:

Tropical Village is ideally situated in Key West's Casa Marina neighborhood, offering guests an authentic taste of island life and convenient access to local attractions. Picturesque south island streets are lined with beautifully preserved Conch-style homes, each exuding character and charm. Lush, tropical landscaping adds to the serene atmosphere, making every walk or bike ride a delightful experience.

A car is not necessary on the island. Make the green choice. Park out front in shaded street parking and enjoy the island on foot, by bicycle, scooter, trolley, or bus. The island trolley stop is one block away. The Duval Loop City bus stop is four blocks away.

Stroll .07 miles to The Ernest Hemingway Home and Museum, which offers a fascinating glimpse into the life of one of America's greatest writers. Enjoy the diverse culinary scene with various restaurants, cafes, and bars offering everything from fresh seafood to classic Cuban cuisine. Local favorites such as Blue Heaven, Louie’s Backyard, and Sloppy Joe’s are within easy reach, providing unforgettable dining experiences.

Don't miss the chance to explore West Martello Tower during your stay! Just a 10-minute walk or a quick 3-minute bike ride from Tropical Village, this hidden gem is a tropical garden paradise on the site of a historic Civil War fort. The gardens, maintained by the Key West Garden Club, are open to the public.

Dog Beach is the closest beach, just two blocks away, behind iconic Louie’s Backyard Restaurant. Higgs Beach, approximately 0.5 miles (a 10-minute walk or a 3-minute bike ride), is the next closest beach to Tropical Village. Enjoy crystal-clear waters, perfect for swimming or snorkeling. The nearby White Street Pier offers panoramic sea views and excellent fishing opportunities.

Approximately 1.5 miles away, Smathers Beach is Key West’s largest public beach. This two-mile stretch of sugary sand is ideal for sunbathing, beach volleyball, and water sports such as kayaking, paddleboarding, and windsurfing.

Fort Zachary Taylor Historic State Park Beach, approximately 2 miles away, offers natural beauty and historical intrigue. Visitors and locals gather here and at Mallory Square to celebrate each and every exquisite island sunset.

Seeking family-friendly activities or rainy-day excursions? Check out the Key West Aquarium, the Butterfly and Nature Conservatory, The Shipwreck Treasure Museum, and the Lighthouse and Keepers Quarters Museum. Nightlife and live music abound in Key West! Take in a show at the Tropic Cinema. Catch a live band at the Green Parrot.

Kitchen

  • Coffee Maker - Drip
  • Cooking Basics
  • Oven
  • Stove
  • Blender
  • Dishes & Silverware
  • Microwave
  • Refrigerator
  • Toaster
  • Dishwasher
  • Dining table

Accommodation Essentials

  • Dryer
  • Iron & Ironing Board
  • Shampoo
  • Washer
  • Body Wash
  • Hair Dryer
  • Hangers
  • Kitchen
  • Wireless Internet
  • Air Conditioning
  • Bed Linens
  • Towels
  • Hot Water
  • Living Room

Facility

  • Street Parking

Entertainment

  • Television
  • Satellite or Cable
  • Smart TV

Pool

  • Communal Pool
  • Heated Pool

Tourist Attractions

  • Health Beauty Spa
  • Marinas, Boat Rentals & Excursions
  • Museums
  • Key West Aquarium
  • Public Parks & Beaches
  • Key West Historic Seaport
  • Key West Tropical Forest & Tropical Garden
  • Southernmost Point Buoy
  • Dry Tortugas National Park & Fort Jefferson
  • Fort Zachary Taylor State Park & Beach
  • Sunset Celebration at Mallory Square
  • History Tours - Motorized, Walking & Biking
  • The Florida Reef - N. America’s only living coral barrier reef
  • Key West Marine Park stretching from Higgs Beach to South Beach
  • The Key West Butterfly & Nature Conservatory
  • Food Tours
  • Ghost Tours
  • Pub Crawls
  • Your reservation guest portal will provide details

Sports

  • Paddle Boarding
  • Fishing - Surf
  • Hiking
  • Banana Boat Riding & Water Tubing
  • Wind Surfing
  • Ocean Waterpark & Challenge Course
  • Kayaking
  • Kite Boarding
  • Pickleball
  • Tennis
  • Golfing
  • Scuba Diving
  • Skydiving
  • Your reservation guest portal will provide details
  • Cycling
  • DeepSea Fishing
  • Fishing - Backcountry
  • Jet Skiing
  • Para-sailing
  • Fishing - Pier
  • Sailing
  • Snorkeling
  • Swimming

Leisure

  • Dolphin Watching
  • Dining Out
  • Live Theater, Concerts & Entertainment
  • Your reservation guest portal will provide details
  • Paint & Sip Art Classes
  • Bird Watching
  • Boating
  • Eco Tourism
  • Shopping

Local

  • Banks
  • Grocery Stores
  • Fitness Centers
  • Hospital
  • Laundromats

Home Safety

  • Fire Extinguisher
  • Smoke Detector

Car

  • Not Necessary

Location

  • Historic District
  • Near Ocean
  • Village
  • Casa Marina

Outdoor

  • Deck Patio Uncovered

Themes

  • Family
LEAVE A REVIEW
August 8, 2025 - Track Survey

by Kirsten V

Great place to stay with a group. Didn’t realize there wasn’t a hottub anymore and that the units were gated off from each other. But that was a minor inconvenience.

July 23, 2025 - Track Survey

Will recommend to friends.

by Christopher J

Quality company; friendly and responsive staff. Will recommend to friends.

June 24, 2025 - Track Survey

by Tamra W

We had a group of 26 and it was wonderful. Everyone could relax around the pool then be able to have their own beautiful accommodations. It was perfect! We will definitely be using Rent Key West again! Thank you for a lovely time!

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November 2025
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December 2025
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$1788
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$2537
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$1941
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$2743
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January 2026
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February 2026
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March 2026
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$2097
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$1814
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$2069
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April 2026
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$2129
16
$2540
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$2862
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$2868
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$2263
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26 27 28 29
$2196
30
$2603
   
May 2026
S M T W T F S
          01
$3020
02
$2903
03
$2173
04
$1894
05
$1833
06
$2008
07
$2362
08
$2619
09
$2627
10
$2117
11
$1846
12
$1788
13
$1964
14
$2434
15 16
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$2348
29
$2587
30
$2592
31
$2085
           
June 2026
S M T W T F S
  01
$1824
02
$1771
03
$1943
04
$2298
05
$2635
06
$2663
07
$2094
08 09 10 11 12 13
14
$1780
15
$2314
16 17 18 19 20
$2620
21
$2052
22
$1978
23
$1730
24
$1895
25
$2254
26
$2572
27
$2586
28
$2056
29
$1793
30
$1738
       
July 2026
S M T W T F S
      01
$1908
02
$2682
03
$2678
04
$2674
05
$2670
06
$1804
07
$1747
08
$1913
09
$2270
10
$2514
11
$2527
12
$1982
13
$1720
14
$1667
15
$1837
16
$2213
17
$2509
18
$2526
19
$2048
20
$1777
21
$1726
22
$2559
23
$2788
24
$3299
25
$3528
26
$2806
27
$2410
28
$2427
29
$2721
30
$3180
31
$3183
 
August 2026
S M T W T F S
            01
$2536
02
$1971
03
$1720
04
$1670
05
$1838
06
$2211
07
$2554
08
$2557
09
$1967
10
$1713
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$1663
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$1823
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$2191
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$2791
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$2698
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$1930
17
$1677
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$1620
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$1766
20
$2098
21
$2447
22
$2443
23
$1859
24
$1607
25
$1600
26
$1696
27
$2033
28
$2774
29
$2977
30
$1883
31
$1607
         
September 2026
S M T W T F S
    01
$1600
02
$1631
03
$2187
04 05
06 07 08
$2109
09
$1600
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$1813
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$2019
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$2011
13
$1626
14
$1600
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$1600
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$1600
17
$1804
18
$2084
19
$2123
20
$1708
21
$1600
22
$1600
23
$1600
24
$1940
25
$2254
26
$2315
27
$1835
28
$1600
29
$1600
30
$1696
     
October 2026
S M T W T F S
        01
$2085
02
$2379
03
$2435
04
$1954
05
$1682
06
$1637
07
$1808
08
$2202
09
$2516
10
$2571
11
$2091
12
$1789
13
$1732
14
$1906
15
$2239
16
$3356
17
$3952
18
$3313
19
$2904
20
$2838
21
$3151
22
$3758
23
$4305
24
$4378
25
$2933
26
$1863
27
$1776
28
$1978
29
$2386
30
$2651
31
$2730
November 2026
S M T W T F S
01
$2432
02
$2119
03
$2073
04
$2342
05
$2972
06
$3375
07
$3651
08
$3289
09
$2169
10
$2555
11
$2513
12
$2533
13
$2764
14
$2999
15
$2315
16
$1896
17
$1847
18
$2033
19
$2449
20
$3127
21
$2724
22
$2271
23
$1956
24
$1928
25
$3194
26
$3231
27
$3859
28
$3910
29
$3180
30
$2458
         

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