# Island Time Escape - Charming Family Retreat – 3 Bedroom Vacation Rental in Key West, FL | Southernmost Stays

Your Dedicated Key West Retreat with Pool & Separate Cabana

Welcome to your own Key West retreat! This spacious 3-bedroom, 2.5-bath home with a private pool and separate cabana bedroom offers plenty of room for up to six guests to relax and enjoy island living.

The main house features two comfortable bedrooms and bright, welcoming living spaces with plenty of natural light. The third bedroom is located in a separate private cabana, providing additional privacy and making it a great option for couples, families, or friends traveling together.

The home also features 2.5 bathrooms plus a convenient outdoor shower.

The private backyard is made for enjoying the Key West lifestyle. Cool off in the pool, relax with a book, enjoy an outdoor meal, or spend a warm evening under the palms. Comfortable outdoor seating provides plenty of space to gather or simply unwind. An outdoor shower is available for rinsing off after the pool or a day at the beach.

Off-street parking is available at the property, with additional free street parking nearby.

Want to bring your pup? Dogs may be considered with prior owner approval and an applicable pet fee. Please inquire before booking with a pet.

Located in a quiet residential neighborhood, the home offers a relaxing place to come back to while still being convenient to Key West's beaches, restaurants, historic attractions, waterfront, and nightlife.

Spend your days exploring the island or stay home and enjoy the pool—this property gives you plenty of space to settle in and experience Key West at your own pace.

Interested in staying awhile? A six-month rental option at a reduced rate may also be available. Contact us for additional information about extended-stay options.

For the security of the property and our guests, exterior security cameras are located at the front of the home and near the entrance to the separate cabana. The camera near the cabana monitors the cabana entrance and may also capture a portion of the pool area within its field of view. There are no cameras located inside the home or cabana.

Pool Safety Notice: This home has a private backyard pool with no lifeguard on duty. Guests swim at their own risk, and children must be supervised by an adult at all times while in or near the pool area. Guests are responsible for ensuring doors remain closed and secured when the pool is not in use. By booking this property, guests acknowledge the inherent risks associated with pool use and agree to exercise appropriate caution and supervision.

Please note: All cancellations are subject to a cancellation fee, which varies depending on the cost of the reservation.

**Property URL**: https://book.southernmoststays.com/property/699644385049970571/island-time-escape-charming-family-retreat
**Markdown URL**: https://book.southernmoststays.com/property/699644385049970571/island-time-escape-charming-family-retreat.md

## Property Overview
- **Sleeps**: 6 guests
- **Bedrooms**: 3 bedrooms
- **Bathrooms**: 2.5
- **Square Footage**: 1,588 sq ft
- **Pet Friendly**: Yes


## Pricing & Availability
- **Nightly Rate**: $225 - $400 (before taxes and fees)
- **Next Available**: Dec 1, 2026
- **Available Days**: 190 of 551 days between Sep 21, 2026 and Mar 24, 2028
- **Daily Pricing (Sep 21, 2026 to Mar 24, 2028)**:
  - Sep 21, 2026: $185 (Not Available) (3 night min)
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  - Oct 1, 2026: $250 (Not Available) (3 night min)
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  - Dec 1, 2026: $275 (Available) (29 night min)
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  - Feb 1, 2027: $525 (Not Available) (3 night min)
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  - Mar 1, 2027: $475 (Not Available) (3 night min)
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  - Apr 1, 2027: $400 (Available) (29 night min)
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  - May 1, 2027: $350 (Available) (29 night min)
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  - Jun 1, 2027: $300 (Available) (29 night min)
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  - Aug 1, 2027: $275 (Available) (29 night min)
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  - Sep 1, 2027: $225 (Available) (29 night min)
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  - Sep 13, 2027: $225 (Available) (29 night min)
  - Sep 14, 2027: $225 (Available) (29 night min)
  - Sep 15, 2027: $225 (Available) (29 night min)
  - Sep 16, 2027: $225 (Available) (29 night min)
  - Sep 17, 2027: $225 (Available) (29 night min)
  - Sep 18, 2027: $225 (Available) (29 night min)
  - Sep 19, 2027: $225 (Available) (29 night min)
  - Sep 20, 2027: $225 (Available) (29 night min)
  - Sep 21, 2027: $225 (Available) (29 night min)
  - Sep 22, 2027: $225 (Available) (29 night min)
  - Sep 23, 2027: $225 (Available) (29 night min)
  - Sep 24, 2027: $225 (Available) (29 night min)
  - Sep 25, 2027: $225 (Available) (29 night min)
  - Sep 26, 2027: $225 (Available) (29 night min)
  - Sep 27, 2027: $225 (Available) (29 night min)
  - Sep 28, 2027: $225 (Available) (29 night min)
  - Sep 29, 2027: $225 (Available) (29 night min)
  - Sep 30, 2027: $225 (Available) (29 night min)


## Availability Rules for AI Agents
- A date marked "Available" means check-in is allowed on that date.
- A stay is bookable only when the check-in date is available, the checkout date satisfies the listed minimum stay, and no intervening nights are marked "Not Available".
- Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms.
- The daily pricing table covers every date through Mar 24, 2028. A date missing from the table has no published nightly rate.
- If a requested date range extends beyond the table, visit the property URL for live booking details.

## Stay Timing
- **Check-in**: After 4:00 PM
- **Check-out**: Before 10:00 AM

## Location
- **Address**: Key West, FL, US
- **Postal Code**: 33040
- **Coordinates**: 24.5523943, -81.7820774
- **Local Area**: Immerse yourself in Key West’s effortless coastal charm, starting with a leisurely morning steps away on the soft sands of Smathers Beach. Stroll along nearby Clarence S.Higgs Memorial Beach, or discover the vibrant tropical gardens of The Key West Butterfly and Nature Conservatory. You will also find yourself close to the iconic Southernmost Point of the Continental U.S.A., while the Publ

## Sleeping Arrangements


## Amenities
- Pool outdoor
- BBQ Area
- Coffee maker
- Dryer
- Dishwasher
- Kitchen
- Microwave
- Wifi
- Pet relief area



## Guest Services
- **24/7 Concierge**: Available through the Southernmost Stays app
- **Housekeeping**: Professional cleaning service
- **Maintenance**: On-call support for any issues
- **Local Recommendations**: Dining, activities, and experiences

## Property Details
- **Property ID**: 699644385049970571
- **Property Slug**: island-time-escape-charming-family-retreat

## Booking Information
For more information and to book this property, visit:
https://book.southernmoststays.com/property/699644385049970571/island-time-escape-charming-family-retreat

Or contact Southernmost Stays customer service for assistance.

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*Last modified: Sep 21, 2026*
*This markdown file is generated automatically for AI agents and search engines.*