Summerland Key Waterfront Vacation Rentals(58)
Seas The Keys! Vacation Paradise on Deep Water Flow Through Canal
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 8
$2,100 -
$2,450
per week
7 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 8
Private Island, Weekly Luxury Escape's
- 3 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 6
- 3 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 6
Your Own, Private Resort; Pool with 3 Waterfalls Near Key West
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
Atlantic Mansion-Estate on Private Paradise Penisula
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 8
- 4 BR,
- 4 BA,
- Sleeps 8
Paradise Found... a Reel and Diver Retreat!
- 3 Bedrooms, Sleeps 6
- 3 BR,
- Sleeps 6
Enjoy an Affordable Blissful Keys Getaway!
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
$2,000 -
$2,500
per month
30 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 4
Breathtaking Open Waterfront Home, Dock, Open Water & 2 Canals!
- 2 Bedrooms,
- 2 Bathrooms,
- 1 Half Bath, Sleeps 8
$350
per night
6 - 7 night Minimum Stay
- 2 BR,
- 2 BA,
- 1 HF BA,
- Sleeps 8
Summerland Seduction - Gated Ocean Front Home along Millionaires Row!
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 12
- 5 BR,
- 4 BA,
- Sleeps 12
4 BR Summerland Key Perfect Getaway
- 4 Bedrooms,
- 2 Bathrooms, Sleeps 12
$4,000
per month
28 night Minimum Stay
- 4 BR,
- 2 BA,
- Sleeps 12
Casita Marina - Ocean Front Luxury Estate
- 6 Bedrooms,
- 4 Bathrooms,
- 2 Half Baths, Sleeps 10
$19,600
per month
28 night Minimum Stay
- 6 BR,
- 4 BA,
- 2 HF BA,
- Sleeps 10
Paradise Views
- 3 Bedrooms,
- 3 Bathrooms, Sleeps 6
$8,820
per month
28 night Minimum Stay
- 3 BR,
- 3 BA,
- Sleeps 6
Living on Key West Time
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
$200
per night
6 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 6
Little Torch Compound
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 12
- 4 BR,
- 3 BA,
- Sleeps 12
Charming and Private
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 4
$2,000
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 4
Ocean Front Summerland Estate
- 5 Bedrooms,
- 4 Bathrooms, Sleeps 12
- 5 BR,
- 4 BA,
- Sleeps 12
OCEANFRONT HEAVEN - 4 / 4 , Sleeps 8, Rates: low $6,500.00/28 days - high $8,000
- 4 Bedrooms,
- 4 Bathrooms, Sleeps 8
$8,000
per month
28 night Minimum Stay
- 4 BR,
- 4 BA,
- Sleeps 8
Pool, Dock, Sandy Beach, Privacy, Open Water Estate
- 7 Bedrooms,
- 5 Bathrooms, Sleeps 14
- 7 BR,
- 5 BA,
- Sleeps 14
Summerland Supreme
- 7 Bedrooms,
- 2 Bathrooms,
- 3 Half Baths, Sleeps 12
- 7 BR,
- 2 BA,
- 3 HF BA,
- Sleeps 12
Waterfront Beauty: kayaks, sun porch, dock, minutes to bay or ocean
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 8
$1,490
per week
28 night Minimum Stay
- 3 BR,
- 2 BA,
- Sleeps 8
Large Oceanfront Home, Heated Pool, Dock-Weekly/Monthly
- 4 Bedrooms,
- 3 Bathrooms, Sleeps 10
- 4 BR,
- 3 BA,
- Sleeps 10
Oceanfront Experience You Won't Forget!
- 3 Bedrooms,
- 2 Bathrooms,
- 2 Half Baths, Sleeps 9
- 3 BR,
- 2 BA,
- 2 HF BA,
- Sleeps 9
Fishing, diving or relaxing in Paradise!!
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 7
- 3 BR,
- 2 BA,
- Sleeps 7
Murphy's Landing
- 4 Bedrooms,
- 3 Bathrooms,
- 1 Half Bath, Sleeps 8
- 4 BR,
- 3 BA,
- 1 HF BA,
- Sleeps 8
35 More choices from HomeAway International Websites
Tropical - Private Deep Water Canal Home
- 2 Bedrooms,
- 2 Bathrooms, Sleeps 5
$1,750
per week
7 night Minimum Stay
- 2 BR,
- 2 BA,
- Sleeps 5
The Royal Retreat House
- 5 Bedrooms,
- 3 Bathrooms, Sleeps 10
$500
per night
5 - 7 night Minimum Stay
- 5 BR,
- 3 BA,
- Sleeps 10
Florida Keys Waterfront Cottage W/Pool and Ocean Views
- 1 Bedrooms,
- 1 Bathroom, Sleeps 4
$2,800
per month
28 night Minimum Stay
- 1 BR,
- 1 BA,
- Sleeps 4
Lagoon Keys Paradise at Your Door - Corner Canal Lot End of St
- 2 Bedrooms, Sleeps 4
- 2 BR,
- Sleeps 4
Old Florida Style Mini-Estate
- 2 Bedrooms,
- 1 Bathroom, Sleeps 6
$1,400 -
$1,603
per week
7 night Minimum Stay
- 2 BR,
- 1 BA,
- Sleeps 6
New Listing! Waterfront Cottage
- 3 Bedrooms,
- 1 Bathroom,
- 1 Half Bath, Sleeps 7
- 3 BR,
- 1 BA,
- 1 HF BA,
- Sleeps 7
Open Water View Home With Pool and Spa
- 3 Bedrooms,
- 2 Bathrooms, Sleeps 6
- 3 BR,
- 2 BA,
- Sleeps 6
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