Key West Homes for a Glamping Holiday

We selected the 322 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Key West

The New Standard

The New Standard

  • 20 guests

  • 8 bedrooms

Key Haven, Key West

Waterfront, with its own private dock, landscaped lawns, pool, jacuzzi, ping pong table, and outdoor kitchen, it is all about outdoor living in this sprawling three-storey home. Inside you'll find bright and beachy whitewash interiors, pops of sea blue and natural wood that only accentuate the laid-back lifestyle that comes with the territory.

Moonlit Bay

Moonlit Bay

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Just beyond the buzz of Key West, this waterfront villa offers easy-going luxury in a gated community. Outside you can relax in the private pool, fire up the barbecue, or jet off from the private slip.

Floridian Retreat

Floridian Retreat

  • 16 guests

  • 6 bedrooms

Urban Estates, Vineyards

Lying just outside of the sunny city of Naples on Florida’s west coast, this sprawling villa has plenty to offer for those looking for a relaxing getaway. Whether it’s the pickleball court, private gym or half basketball court beckoning you in, or the enticing pool or sauna catching your eye, this house has something for everyone.

Salt and Serenity

Salt and Serenity

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

Tucked along the water’s edge just minutes from Key West, this breezy four-bedroom retreat blends comfort with coastal charm. With a private heated pool, gated garden, and dock for boats up to 50 feet, it’s made for both downtime and days on the water.


We selected the top 3% holiday homes in Key West Homes for a Glamping Holiday

Explore the 322 most perfect homes in our collection

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Most popular homes in Key West

Orange & Sand

Orange & Sand

  • 6 guests

  • 3 bedrooms

Harbor Beach, Fort Lauderdale

Chasing the Waves

Chasing the Waves

  • 6 guests

  • 2 bedrooms

Hollywood South Central Beach, Hollywood

The Theodore

The Theodore

  • 16 guests

  • 6 bedrooms

Key Haven, Key West

The Tidal Flow

The Tidal Flow

  • 12 guests

  • 4 bedrooms

Key Haven, Key West

Sunshine Sweets

Sunshine Sweets

  • 10 guests

  • 3 bedrooms

Coral Ridge Isles, Fort Lauderdale

Naples Aglow

Naples Aglow

  • 8 guests

  • 4 bedrooms

Old Naples, Naples

Coral Key

Coral Key

  • 16 guests

  • 8 bedrooms

Coral Ridge, Fort Lauderdale

The Forte

The Forte

  • 12 guests

  • 6 bedrooms

Seven Isles, Fort Lauderdale

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Check upcoming rates & availability for Key West Homes for a Glamping Holiday


Frequently asked questions

Similar destinations

Thinking of glamping in Key West, Monroe County, Florida, United States? Take a look at our collection of luxury homes that can provide a similar experience. You don't have to worry about WiFi speed, water pressure, or anything else thanks to our team of Home Critics, who obsessively check each and every one of our properties. All of our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book your holiday today, and stay in one of the best homes that can offer the same experience as a glamping holiday in Key West, Monroe County, Florida, United States.

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