Sugarloaf Vacation Rentals, Houses & More


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Areas near Sugarloaf

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1 / 12

Green Turtle Landing

  • 3
  • 6
  • 30 nights min

$140

Details

1 / 19

Bow Channel Manor

  • 3
  • 6
  • 30 nights min

$189

Details

1 / 8

Bay Pointe

  • 3
  • 6
  • 30 nights min

$140

Details

1 / 36

Beautifully landscaped & appointed canal-front home w/beach access & views!

  • 3
  • 8
  • Min stay varies

$138

Details

1 / 17

South Point Shores

  • 3
  • 6
  • 30 nights min

$160

Details

Great rentals within 30 miles that match your search

1 / 42

Large, dog-friendly home on three secluded acres w/ balconies, deck, views

  • 5
  • 10
  • Min stay varies

$178

Details

1 / 24

Waterfront Masterpiece - Key West - Ocean Access!

  • 5
  • 18
  • 14 nights min

$950

Details

1 / 11

Pink House

  • 3
  • 6
  • 30 nights min

$167

Details

1 / 14

Palm Harbor

  • 3
  • 6
  • 30 nights min

$120

Details

1 / 19

Keys Escape

  • 3
  • 6
  • 30 nights min

$180

Details

48
1 / 34

Private & Peaceful Oceanview Estate Away From All

  • 6
  • 14
  • Min stay varies

$414

Details

10
1 / 25

Tropical Paradise Oceanfront Home with Pool

  • 2
  • 6
  • 7 nights min

$258

Details

11
1 / 25

Fandango

  • 5
  • 14
  • 7 nights min

$418

Details

13
1 / 18

Family Retreat Oceanfront Home with Pool

  • 6
  • 18
  • Min stay varies

$400

Details

2
1 / 25

Oksana's Tropical Beach Oasis

  • 5
  • 14
  • 7 nights min

$429

Details

1 / 13

Paradise on Cudjoe Bay

  • 2
  • 6
  • Min stay varies

$260

Details

1 / 14

Cudjoe Cottage

  • 2
  • 4
  • 30 nights min

$114

Details

1 / 14

Egret's Landing

  • 3
  • 6
  • 30 nights min

$100

Details

1 / 15

Kopi Key Place

  • 3
  • 6
  • 30 nights min

$114

Details

1 / 19

Atlantic Breeze

  • 3
  • 6
  • 30 nights min

$134

Details

1 / 19

Lafitte Landing

  • 2
  • 4
  • 30 nights min

$96

Details

1 / 11

Mermaid's Rest

  • 3
  • 6
  • 30 nights min

$127

Details

1 / 12

Paradise Bay

  • 3
  • 6
  • 30 nights min

$100

Details

1 / 54

Waterfront - Tropical Gardens - Privacy - 3 BR

  • 3
  • 6
  • 14 nights min

$158

Details

2
1 / 23

Tropical Blue Adventure Waterfront at Venture Out

  • 2
  • 6
  • 2 nights min

$157

Details

1 / 16

5 O'Clock Somewhere

  • 2
  • 4
  • 30 nights min

$87

Details

1 / 34

Priv Home & Launch $3295 1wk, $ 3750 2 wks, $4903 3 wks Spectacular ocean views

  • 2
  • 6
  • 7 nights min

$428

Details

1 / 16

Tropical Bay

  • 3
  • 5
  • 30 nights min

$84

Details

1 / 28

Tropical Canal Home

  • 3
  • 6
  • 30 nights min

$167

Details

1 / 8

Quiet Waters

  • 3
  • 6
  • 30 nights min

$90

Details

1 / 15

Pirate's Cove

  • 2
  • 4
  • 30 nights min

$70

Details

3
1 / 19

Charming 3bedroom/2bath home in the Florida Keys

  • 3
  • 6
  • 30 nights min

$94

Details

1 / 11

Magnificent Ocean view with 35' dock , Canal home in gated Venture Out Resort

  • 2
  • 6
  • 3 nights min

$149

Details

1 / 12

Family Friendly 2 Bedroom 1 Bath, 32' Seawall, 4 Bikes, 2 Kayaks and padl board

  • 2
  • 6
  • Min stay varies

$135

Details

1 / 20

Fabulous Florida Keys!

  • 2
  • 6
  • 7 nights min

$120

Details

9
1 / 23

Mobile Home in Venture Out Sleeps 5 Mile Marker 23

  • 2
  • 6
  • 7 nights min

$129

Details

1 / 25

Waterfront 2/2 with 35' Dock in the Lower Keys

  • 2
  • 6
  • Min stay varies

$140

Details

1 / 12

Cudjoe Ocean Shores

  • 3
  • 6
  • 30 nights min

$97

Details

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