Rent Key West Vacations

Reviews (797)

Rent Key West Vacations is one of the oldest property management companies in Key West, FL. Stay a week, a month or longer in one of our man...

Rent Key West Vacations is one of the oldest property management companies in Key West, FL. Stay a week, a month or longer in one of our many rentals. With options ranging from romantic studio cottages, waterfront condos and 5 bedroom Old Town residences you’re sure to find the perfect fit for your Key West vacation.

Our Key West vacation rentals have fully equipped kitchens, linens and laundry facilities, offering all the comforts of home without the drawbacks. You can choose a pool, hot tub, tennis facilities and a choice of prime locations - after all, it’s your vacation. Whether you’re escaping for a romantic getaway or an extended family vacation Key West has something to offer for everyone! The perfect vacation is here!

We are a “family & friends” company, where getting to know our guests is an important part of the process. Our staff is well versed on local activities and restaurants, so we can help make your vacation the best it can be.

Office located in
Key West, FL, United States
Listed on TripAdvisor since
November 2008
Languages spoken
English
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Rentals from Rent Key West Vacations

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Rentals in: Key West (43)

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15
1 / 26

Beach Club #104 - Unique oceanfront living with breathtaking views

  • 2
  • 6
  • Min stay varies

$290

Details

47
1 / 24

Ann Street Cottage: A bright and airy home near Duval Street

  • 1
  • 2
  • Min stay varies

$265

Details

47
1 / 14

Bali Hideaway: A studio cottage that's perfect for two

  • Studio
  • 2
  • Min stay varies

$233

Details

1
1 / 37

Beach Club #408 - Unique Oceanfront living

  • 4
  • 8
  • Min stay varies

$435

Details

2
1 / 12

Tucked away near the Southernmost Point, Louisa's Hideaway is it!

  • 3
  • 6
  • Min stay varies

$615

Details

38
1 / 16

Coconut Cabana: A restored Old Town home with charm & tropical ambience

  • 3
  • 6
  • Min stay varies

$478

Details

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1 / 25

Havana Lane: A classic conch cottage with rustic charm

  • 2
  • 4
  • Min stay varies

$320

Details

2
1 / 25

Newton Street Hideaway: A secluded one bedroom

  • 1
  • 2
  • 28 nights min

$110

Details

46
1 / 15

Casa Atlantica: A one bedroom condo on the Atlantic shore of Key West

  • 1
  • 2
  • Min stay varies

$244

Details

18
1 / 18

Sunshine, beaches, and ocean breezes at Ocean Vista (La Brisa #403E)

  • 2
  • 4
  • Min stay varies

$230

Details

1 / 23

Pete's Cottages: Twin Cypress cottages steps from Duval

  • 4
  • 8
  • Min stay varies

$499

Details

35
1 / 10

Casa Atlantica: A studio condo on the Atlantic shore of Key West

  • Studio
  • 2
  • Min stay varies

$220

Details

1 / 27

New Listing! - Mid Town Getaway with pool & jacuzzi

  • 3
  • 6
  • 28 nights min

$200

Details

32
1 / 35

Southard Street Queen Conch - A Historic compound with large sunny pool

  • 4
  • 8
  • Min stay varies

$796

Details

1
1 / 29

New Beach Club unit - Freshly decorated

  • 2
  • 4
  • Min stay varies

$310

Details

1 / 25

Casa de Cuba:Beautiful home loaded with style and elegance

  • 3
  • 6
  • Min stay varies

$573

Details

1 / 19

Eliza's Jewel is a charming property close to White Street.

  • 3
  • 6
  • 28 nights min

$200

Details

49
1 / 16

Ann Street Tranquility: A cozy and peaceful cottage

  • 1
  • 2
  • Min stay varies

$265

Details

49
1 / 10

Colony Poolside: A charming bungalow near the historic cemetery

  • 1
  • 4
  • Min stay varies

$256

Details

22
1 / 15

Duval Square Castaway: A condo steps from the action

  • 2
  • 6
  • Min stay varies

$300

Details

30
1 / 14

Enjoy gentle ocean breezes and gorgeous views at Sea Orchid (La Brisa #405E)

  • 2
  • 4
  • Min stay varies

$250

Details

42
1 / 23

Whitehead House: A unique two story home beside the Audubon House

  • 3
  • 6
  • Min stay varies

$394

Details

15
1 / 34

Villa Tropicale: A lush, secluded estate in the Casa Marina District

  • 4
  • 8
  • Min stay varies

$902

Details

1 / 23

Pete's East Cottage: Cypress east cottage steps from Duval

  • 2
  • 4
  • Min stay varies

$270

Details

21
1 / 23

Vista Fresco : Oceanside condominiums with resort-style amenities

  • 2
  • 4
  • Min stay varies

$270

Details