Florida Keys Beaches, FL pickleball Stays, Resort Rentals, & Homes

     

1 Court Nearby

Price Dropped

House

Private waterfront resort: dock, pool, tiki, RV hookup, pets ok

• Key West
• ·
• Bay Point
• 0.12 mi to center

10.0

Exceptional

(5 Reviews)

3 Bedrooms 2 Baths 8 Guests

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

US $450/Night 7 Nights - US $3,152

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      Price Dropped

Cabin

Sugarloaf Lodge

• Florida
• ·
• Sugarloaf Key
• 1.10 mi to center

7.7

Very Good

(420 Reviews)

13 Bedrooms 3 Baths 10 Guests 452.08 ft²

• 
  Parking
• 
  Pool
• 
  View
• 
  Air Conditioner

US $119/Night 7 Nights - US $833

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      Price Dropped

Hotel

Sugar Loaf Lodge

• Florida
• ·
• Sugarloaf Key
• 1.10 mi to center

8.2

Excellent

(1002 Reviews)

1 Bath

• 
  Parking
• 
  Pool
• 
  Balcony/Terrace
• 
  Air Conditioner

US $134/Night 7 Nights - US $937

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1 Court Nearby

House

Green Turtle Oasis: 4BR Canal Front Home, Pool, Dockage, Outdoor Dining & Pets

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.21 mi to center

4 Bedrooms 2 Baths 10 Guests 1774 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

US $408/Night 7 Nights - US $2,855

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House

Waterfront Key West Oasis w/Float Dock!

• Key West
• ·
• Bay Point
• 0.11 mi to center

3 Bedrooms 3 Baths 8 Guests 1399.31 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Internet

US $241/Night 7 Nights - US $1,687

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1 Court Nearby

House

*THE COMMODORE’S REFUGE* Pool & Pickleball + Last Key White Glove Service.

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.16 mi to center

4 Bedrooms 3 Baths 10 Guests 1424 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

US $507/Night 7 Nights - US $3,546

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House

Bungalows Beach Rental Key West - Lighthouse

• Florida
• ·
• Sugarloaf Key
• 2.69 mi to center

2 Bedrooms 1 Bath 4 Guests

• 
  Oceanfront
• 
  Parking
• 
  Pool
• 
  Ocean View

US $1,395/Night 7 Nights - US $9,765

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House

The oasis-waterfront house

• Key West
• ·
• Bay Point
• 0.20 mi to center

10.0

Exceptional

(9 Reviews)

2 Bedrooms 2 Baths 6 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Kitchen

US $308/Night 7 Nights - US $2,155

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Apartment

Beautiful Waterfront Studio- Dock your boat here! - 15 mi to Key West.

• Key West
• ·
• Bay Point
• 0.20 mi to center

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 2 Guests

• 
  Parking
• 
  Ocean View
• 
  Balcony/Terrace
• 
  View

US $190/Night 7 Nights - US $1,332

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House

Oceanfront Beach Home

• Key West
• ·
• Bay Point
• 0.15 mi to center

9.0

Exceptional

(4 Reviews)

2 Bedrooms 2 Baths 6 Guests

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Kitchen

US $387/Night 7 Nights - US $2,707

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      Price Dropped

House

Fish Camp | Old Florida canalfront getaway

• Key West
• ·
• Bay Point
• 0.08 mi to center

8.0

Excellent

(1 Review)

2 Bedrooms 1 Bath 4 Guests 598 ft²

• 
  Breakfast
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $159/Night 7 Nights - US $1,112

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Villa

Extraordinary Waterfront Vacation Rental with Private Lagoon Pool in Bay Point, Florida Keys

• Key West
• ·
• Bay Point
• 0.41 mi to center

1 Bedroom 1 Bath 18 Guests

• 
  Pool
• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner

US $615/Night 7 Nights - US $4,302

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House

Sunset Views Heated Pool Fire Pit Sleeps 6

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.70 mi to center

2 Bedrooms 2 Baths 6 Guests 1104 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Ocean View

US $426/Night 7 Nights - US $2,979

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House

SUGARLOAF OASIS - heated pool & boat dock

• Florida
• ·
• Sugarloaf Key
• 1.59 mi to center

1 Bedroom 5 Baths 8 Guests 2500 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

US $408/Night 7 Nights - US $2,856

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New

House

Paradise Cove TOO!

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.48 mi to center

10.0

Exceptional

(1 Review)

4 Bedrooms 3 Baths 8 Guests

• 
  Private Pool
• 
  Hot Tub
• 
  Parking
• 
  Pool

US $634/Night 7 Nights - US $4,435

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House

2-bedroom bungalow in charming Sugarloaf Key with dock, close to Key West

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.26 mi to center

2 Bedrooms 2 Baths 4 Guests

• 
  Kitchen
• 
  Air Conditioner
• 
  Internet
• 
  Child Friendly

US $327/Night 7 Nights - US $2,286

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      Price Dropped

House

Sugarhouse Waterfront

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.40 mi to center

2 Bedrooms 2 Baths 6 Guests

• 
  Kitchen
• 
  Air Conditioner
• 
  Internet
• 
  Pet Friendly

US $171/Night 7 Nights - US $1,196

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House

PARADISE on Sugarloaf Key! 704-650-8105 Summer and Fall low rates.

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.34 mi to center

10.0

Exceptional

(7 Reviews)

3 Bedrooms 3 Baths 6 Guests 1850 ft²

• 
  Parking
• 
  Pool
• 
  Ocean View
• 
  Balcony/Terrace

US $409/Night 7 Nights - US $2,862

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House

Blue Wahoo-Perfect Keys Getaway

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.05 mi to center

10.0

Exceptional

(4 Reviews)

3 Bedrooms 3 Baths 6 Guests

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

US $499/Night 7 Nights - US $3,490

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House

$and D0llar$: Indulge in Luxury & Spectacular Open Water Views, Private Heated Pool, Dock & Tiki!

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.55 mi to center

10.0

Exceptional

(2 Reviews)

4 Bedrooms 4 Baths 12 Guests 2943 ft²

• 
  Private Pool
• 
  Parking
• 
  Pool
• 
  Balcony/Terrace

US $526/Night 7 Nights - US $3,680

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House

Canal Front 3-bedroom house in Sugarloaf Key

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 1.15 mi to center

10.0

Exceptional

(2 Reviews)

3 Bedrooms 3 Baths 8 Guests 3000 ft²

• 
  Hot Tub
• 
  Parking
• 
  Ocean View
• 
  View

US $321/Night 7 Nights - US $2,248

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House

Our Happy Place

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.21 mi to center

10.0

Exceptional

(2 Reviews)

4 Bedrooms 2 Baths 10 Guests 1600 ft²

• 
  Balcony/Terrace
• 
  Kitchen
• 
  Air Conditioner
• 
  Internet

US $253/Night 7 Nights - US $1,770

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House

Sugarloaf Shores Wide Canal 3/3 Waterfront w/100 ft Seawall in Quite Community.

• Sugarloaf Key
• ·
• Sugarloaf Shores
• 0.29 mi to center

10.0

Exceptional

(2 Reviews)

3 Bedrooms 3 Baths 6 Guests 1276 ft²

• 
  Parking
• 
  Balcony/Terrace
• 
  View
• 
  Kitchen

US $244/Night 7 Nights - US $1,708

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Villa

Oceanfront - cheerful 5 bedroom Villa/Ocean 9

• Key West
• ·
• Bay Point
• 0.18 mi to center

10.0

Exceptional

(1 Review)

5 Bedrooms 4 Baths 12 Guests 3272 ft²

• 
  Private Pool
• 
  Hot Tub
• 
  Parking
• 
  Pool

US $936/Night 7 Nights - US $6,549

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