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!

Available
Unavailable
Check-In Only
Check-Out Only


October 2025
S M T W T F S
      01 02 03 04
05 06 07 08 09 10 11
12 13 14 15 16
$2600
17
$2744
18
$2767
19 20 21 22 23 24 25
26 27 28
$2783
29
$2785
30
$2797
31  
November 2025
S M T W T F S
            01
02 03 04 05 06 07 08
09 10 11 12 13 14 15
16 17 18
$2615
19
$2600
20
$2600
21
$2804
22
$2773
23 24 25 26 27 28 29
$3249
30
$2708
           
December 2025
S M T W T F S
  01
$2680
02
$2663
03
$2647
04 05 06
07 08 09
$2618
10
$2616
11 12 13
14 15 16 17 18
$2711
19
$2980
20
$2981
21
$2783
22
$3905
23
$4000
24 25 26 27
28 29 30 31      
January 2026
S M T W T F S
        01 02 03
04 05 06 07 08 09 10
11 12 13 14 15 16 17
18 19 20 21 22 23 24
25 26 27 28 29 30 31
February 2026
S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12 13 14
15 16 17 18 19 20 21
22 23 24 25 26 27 28
March 2026
S M T W T F S
01 02 03 04 05 06 07
08 09 10 11 12 13 14
$3992
15
$3761
16
$3737
17
$3723
18
$3707
19
$3704
20
$3950
21
$3917
22
$3677
23
$3645
24
$3624
25 26 27 28
29 30 31        
April 2026
S M T W T F S
      01 02 03 04
05 06 07 08 09 10 11
12 13 14 15
$3396
16
$3401
17
$3654
18
$3630
19
$3397
20 21 22 23 24 25
26 27 28 29
$3224
30
$3213
   
May 2026
S M T W T F S
          01
$2962
02
$2926
03
$2715
04
$2683
05
$2660
06
$2638
07
$2629
08
$2835
09
$2804
10
$2596
11
$2569
12
$2553
13
$2538
14
$2536
15 16
17 18 19 20 21 22 23
24 25 26 27 28
$2558
29
$2697
30
$2679
31
$2500
           
June 2026
S M T W T F S
  01
$2500
02
$2500
03
$2500
04
$2500
05
$2668
06
$2647
07
$2500
08
$2500
09
$2500
10
$2500
11
$2500
12
$2632
13
$2612
14
$2500
15
$2500
16
$2500
17
$2500
18
$2500
19
$2613
20
$2597
21
$2500
22
$2500
23
$2500
24
$2500
25
$2500
26
$2619
27
$2605
28
$2500
29
$2500
30
$2500
       
July 2026
S M T W T F S
      01
$2500
02
$2677
03
$2903
04
$2895
05
$2609
06
$2563
07
$2550
08
$2500
09
$2500
10
$2666
11
$2656
12
$2500
13
$2500
14
$2500
15
$2500
16
$2500
17
$2718
18
$2712
19
$2530
20
$2528
21
$2535
22
$2542
23
$2562
24
$2796
25
$2792
26
$2610
27
$2606
28
$2612
29
$2616
30
$2631
31
$2858
 
August 2026
S M T W T F S
            01
$2847
02
$2655
03
$2641
04
$2635
05
$2625
06
$2626
07
$2838
08
$2810
09
$2602
10
$2571
11
$2548
12
$2521
13
$2505
14
$2701
15
$2658
16
$2500
17
$2500
18
$2500
19
$2500
20
$2500
21
$2500
22
$2500
23
$2500
24
$2500
25
$2500
26
$2500
27
$2500
28
$2500
29
$2500
30
$2500
31
$2500
         
September 2026
S M T W T F S
    01
$2500
02
$2500
03
$2500
04
$2500
05
$2500
06
$2500
07
$2500
08
$2500
09
$2500
10
$2500
11
$2500
12
$2500
13
$2500
14
$2500
15
$2500
16
$2500
17
$2500
18
$2500
19
$2500
20
$2500
21
$2500
22
$2500
23
$2500
24
$2500
25
$2500
26
$2500
27
$2500
28
$2500
29
$2500
30
$2500
     
October 2026
S M T W T F S
        01
$2600
02
$2600
03
$2600
04
$2600
05
$2600
06
$2600
07
$2600
08
$2600
09
$2602
10
$2636
11
$2600
12
$2600
13
$2600
14
$2604
15
$2663
16
$2961
17
$2990
18
$2817
19
$2842
20
$2876
21
$2906
22
$2947
23
$3225
24
$3232
25
$3036
26
$3038
27
$3048
28
$3054
29
$3071
30
$3326
31
$3311

Book Now

Detailed Quote
Add to Favorites
Inquire
Share
Print