The Holiday Life

Reviews (53)

The Holiday Life offers upscale vacation and seasonal home rentals in Southwest Florida and the Kentucky Bluegrass Region. Each of our beaut...

The Holiday Life offers upscale vacation and seasonal home rentals in Southwest Florida and the Kentucky Bluegrass Region. Each of our beautifully appointed private properties has something special to offer and comes equipped with the type of amenities and concierge service you’d expect at a fine hotel. Our mission is to represent a collection of destination homes where embracing the holiday life becomes as simple as packing your suitcase and making your way to paradise!

Office located in
Marco Island, Florida, United States
Listed on TripAdvisor since
November 2013
Languages spoken
English
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Rentals from The Holiday Life

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Rentals in: Naples (19), Marco Island (13), Lexington (2)

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4
1 / 24

EDGEWATER - Waterfront sunset views, watch the Dolphins play!

  • 3
  • 6
  • Min stay varies

$195

Details

6
1 / 22

BONITA COURT - Island Luxury Waterfront 4 Bedroom

  • 4
  • 8
  • Min stay varies

$275

Details

3
1 / 20

ADMIRALTY - Coastal Comfort on a Gulf Access Canal!

  • 3
  • 6
  • Min stay varies

$295

Details

5
1 / 22

CORAL FALLS - Light and Bright Lely Resort Condo

  • 2
  • 4
  • Min stay varies

$96

Details

2
1 / 16

MARCO BEACH OCEAN RESORT Suite 506, Private Terrace - Sleeps 4!

  • 1
  • 4
  • Min stay varies

$165

Details

1
1 / 24

Hawk's Nest 201 at Fiddler's Creek - Modern Luxury, Sunset Preserve Views!

  • 3
  • 6
  • Min stay varies

$161

Details

1
1 / 18

Sandcastle Villa 1 on Vanderbilt Beach

  • 2
  • 8
  • Min stay varies

$295

Details

8
1 / 24

BARFIELD - Modern & Spacious with Big Water Views!

  • 4
  • 8
  • Min stay varies

$395

Details

1 / 18

CHATEAU VANDERBILT - Waterfront Nautical Theme Luxury Condo

  • 3
  • 5
  • Min stay varies

$284

Details

4
1 / 21

South Seas 3-807 - Best View on the Island!

  • 2
  • 4
  • 7 nights min

$140

Details

1 / 50

VISTA POINT ESTATE - Naples' Best Waterfront Rental, Local Concierge Service

  • 4
  • 8
  • 30 nights min

$2572

Details

2
1 / 20

GREENLINKS 924 - Fairway View 2+Den Golf Villa

  • 2
  • 6
  • Min stay varies

$105

Details

4
1 / 26

MARIANA COURT - Luxurious 5 Bedroom on Wide Water w/ Lots of Amenities!

  • 5
  • 10
  • Min stay varies

$400

Details

1
1 / 17

MARLIN COURT - Newly Furnished Coastal Paradise Steps to South Marco Beach!

  • 3
  • 8
  • Min stay varies

$345

Details

1 / 24

Greenlinks 426 - 3 Bedroom Golf Villa, Sleeps 8!

  • 3
  • 8
  • Min stay varies

$115

Details

1 / 21

HARBOR LANE BUNGALOW - Modern, Waterfront, Downtown Naples minutes to 5th!

  • 3
  • 8
  • Min stay varies

$375

Details

1 / 23

STARFISH BEACH HOUSE - Waterfront Home in Coveted Seagate Beach Community

  • 3
  • 8
  • Min stay varies

$446

Details

1 / 26

SPINNAKER BEACH HOUSE - Spacious Coastal Tigertail Home on Water!

  • 4
  • 9
  • Min stay varies

$395

Details

1
1 / 16

EDGEWATER II - Luxurious 3/3 on Wide Water with Western Exposure!

  • 3
  • 8
  • Min stay varies

$395

Details

1 / 11

Aquarius of Marco Island - Coastal Beach Condo!

  • 2
  • 4
  • Min stay varies

$129

Details

1 / 21

GREENLINKS 911 - 3 Bedroom Fairway View Golf Villa

  • 3
  • 8
  • Min stay varies

$115

Details

2
1 / 19

Greenlinks 1414 - Best View in Lely, Renovated Coastal Golf Villa!

  • 2
  • 4
  • Min stay varies

$200

Details

4
1 / 24

GREENLINKS - Fairway View 2 Bedroom + Den Golf Villa

  • 2
  • 6
  • Min stay varies

$105

Details

1
1 / 19

CANARY COVE COTTAGE in Olde Naples, Steps to 3rd St S

  • 3
  • 8
  • Min stay varies

$500

Details

1 / 16

Mulberry Hill - Modern Downtown Townhouse near Gratz Park!

  • 2
  • 4
  • 3 nights min

$162

Details