Key West Homes for a Glamping Holiday

We selected the 670 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Key West

Marina Nights

Marina Nights

  • 14 guests

  • 6 bedrooms

Key Haven, Key West

This home has bagged itself a great location in a gated community, less than a mile from ever-popular Key West. With a private pool, alfresco dining area, and fire pit, outdoor living is easy here.

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.

Naples Aglow

Naples Aglow

  • 8 guests

  • 4 bedrooms

Old Naples, Naples

You’ll find this modern, adult-only home in Old Naples, a short walk from Fifth Avenue with its plethora of delicious eateries and trendy shops. Comfortable for eight, each bedroom boasts an ensuite and with two separate living areas, there’s plenty of room for guests to spread out here.

The New Standard

The New Standard

  • 20 guests

  • 8 bedrooms

Key Haven, Key West

Set in an exclusive gated community, with the best of Key West just a stone's throw away, this homestay is well-suited for families and friends. Needless to say, outdoor living was the key priority when designing this sprawling three-storey home.


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

Explore the 670 most perfect homes in our collection

View on map

Most popular homes in Key West

Endless Ocean

Endless Ocean

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

Lakeside Getaway

Lakeside Getaway

  • 18 guests

  • 9 bedrooms

Barrier Island, Fort Lauderdale

 Marina Living

Marina Living

  • 18 guests

  • 8 bedrooms

Key Haven, Key West

Nautical Nocturne

Nautical Nocturne

  • 10 guests

  • 4 bedrooms

Key Haven, Key West

The Sultan

The Sultan

  • 2 guests

  • 1 bedrooms

Parker Ridge, West Palm Beach

Golden Acres

Golden Acres

  • 8 guests

  • 3 bedrooms

Rural Estates, Florida

Dream of the Open Sea

Dream of the Open Sea

  • 12 guests

  • 6 bedrooms

Harbour Inlet, Fort Lauderdale

Cocktails on the Beach

Cocktails on the Beach

  • 8 guests

  • 4 bedrooms

Birch Park Finger Streets, Fort Lauderdale

View all

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.

Search Our Collection