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Private Pool
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Parking
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Pool
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Balcony/Terrace

Discover the Best Resort Vacations
Explore the top resorts, from luxury beachfront escapes to family-friendly all-inclusive resorts and relaxing spa retreats. Whether you’re planning a weekend getaway or an extended vacation, the Summerland Key offers world-class resort destinations for every travel style, season, and budget.
Guests
- Hotels
- Villas
- Cabins
- Rentals
- Cottages
- Resorts
- Accommodations
- Florida
- ·
- Summerland Key
- 1.02 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.28 mi to center
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Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.44 mi to center
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Private Pool
-
Parking
-
Pool
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Kitchen
-
Private Pool
-
Parking
-
Pool
-
Kitchen
- Florida
- ·
- Summerland Key
- 0.24 mi to center
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Private Pool
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Parking
-
Pool
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Balcony/Terrace
-
Private Pool
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Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 1.13 mi to center
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Private Pool
-
Hot Tub
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Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Florida
- ·
- Summerland Key
- 0.63 mi to center
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Balcony/Terrace
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Kitchen
-
Air Conditioner
-
Internet
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Florida
- ·
- Summerland Key
- 0.64 mi to center
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Parking
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Pool
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Balcony/Terrace
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Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Florida
- ·
- Summerland Key
- 0.70 mi to center
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Private Pool
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Parking
-
Pool
-
Ocean View
-
Private Pool
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Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.52 mi to center
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Florida
- ·
- Summerland Key
- 0.37 mi to center
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 1.02 mi to center
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.28 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.44 mi to center
-
Private Pool
-
Parking
-
Pool
-
Kitchen
-
Private Pool
-
Parking
-
Pool
-
Kitchen
- Florida
- ·
- Summerland Key
- 0.24 mi to center
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 1.13 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Florida
- ·
- Summerland Key
- 0.63 mi to center
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Balcony/Terrace
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Kitchen
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Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Florida
- ·
- Summerland Key
- 0.64 mi to center
-
Parking
-
Pool
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Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Florida
- ·
- Summerland Key
- 1.02 mi to center
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.71 mi to center
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Parking
-
Pool
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Ocean View
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Balcony/Terrace
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Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 0.70 mi to center
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Parking
-
Pool
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Balcony/Terrace
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View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.66 mi to center
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Parking
-
Pool
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Ocean View
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Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 0.75 mi to center
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Parking
-
Pool
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Kitchen
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Air Conditioner
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
- Florida
- ·
- Summerland Key
- 0.93 mi to center
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Parking
-
Pool
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Kitchen
-
Air Conditioner
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
- Florida
- ·
- Summerland Key
- 0.37 mi to center
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 1.02 mi to center
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.28 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.44 mi to center
-
Private Pool
-
Parking
-
Pool
-
Kitchen
-
Private Pool
-
Parking
-
Pool
-
Kitchen
- Florida
- ·
- Summerland Key
- 0.24 mi to center
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 1.13 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Florida
- ·
- Summerland Key
- 0.63 mi to center
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Balcony/Terrace
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Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Florida
- ·
- Summerland Key
- 0.64 mi to center
-
Parking
-
Pool
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Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
- Florida
- ·
- Summerland Key
- 0.37 mi to center
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 1.02 mi to center
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.28 mi to center
-
Private Pool
-
Parking
-
Pool
-
Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.44 mi to center
-
Private Pool
-
Parking
-
Pool
-
Kitchen
-
Private Pool
-
Parking
-
Pool
-
Kitchen
- Florida
- ·
- Summerland Key
- 0.24 mi to center
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 1.13 mi to center
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Florida
- ·
- Summerland Key
- 0.63 mi to center
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Florida
- ·
- Summerland Key
- 0.64 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
Find the Perfect Resort Vacation in the Summerland Key
What makes our resorts stand out?
Verified Properties
Every vacation home shown on Resort Vacation comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
Popular Resort Destinations in the Summerland Key
What are the Top Resort Locations Across the Summerland Key?
Discover resorts in the most sought-after travel destinations nationwide:
MiLo Watersports
MiLo Watersports VACATION RENTALSReel Deal Fishing Charters
Reel Deal Fishing Charters VACATION RENTALSMelody Key
Melody Key VACATION RENTALSHow to Reserve Your Resorts Vacation Accommodation?
Booking Made Simple
Resorts Vacations connects travelers with verified resort stays from trusted partners across the Summerland Key. Once you find the perfect resort, you’ll be seamlessly guided to our partner’s secure booking platform to complete your reservation with confidence.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
Common Resort Vacation Amenities in the Summerland Key
What Amenities Can You Expect When Booking with Resorts Vacations?
Resorts Vacations offers carefully selected resort stays across the Summerland Key, designed for comfort, convenience, and memorable experiences.
Indoor Amenities
Spacious guest rooms and suites
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Places to Stay with Resorts Vacations
Looking for the perfect resort vacation in the Summerland Key? Discover a curated collection of resort stays offering comfort, convenience, and unforgettable experiences in top destinations nationwide. Whether you’re searching for a beachfront resort, a family-friendly escape, or a luxury retreat, Resorts Vacations makes it easy to explore and compare verified resort options for your next getaway.
- Florida
- ·
- Summerland Key
- 0.95 mi to center
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Private Pool
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Parking
-
Pool
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Balcony/Terrace
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Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 0.43 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
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Kitchen
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
- Florida
- ·
- Summerland Key
- 0.88 mi to center
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Parking
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Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Florida
- ·
- Summerland Key
- 0.44 mi to center
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Oceanfront
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Parking
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Ocean View
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Balcony/Terrace
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Oceanfront
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Parking
-
Ocean View
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 1.34 mi to center
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Oceanfront
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Hot Tub
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Parking
-
Ocean View
-
Oceanfront
-
Hot Tub
-
Parking
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.76 mi to center
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Private Pool
-
Hot Tub
-
Parking
-
Pool
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
- Florida
- ·
- Summerland Key
- 0.95 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.37 mi to center
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 0.99 mi to center
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Private Pool
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Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
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Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 0.82 mi to center
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Private Pool
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Parking
-
Pool
-
Ocean View
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Private Pool
-
Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 1.02 mi to center
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Hot Tub
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Parking
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Balcony/Terrace
-
View
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.28 mi to center
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Private Pool
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Parking
-
Pool
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Ocean View
-
Private Pool
-
Parking
-
Pool
-
Ocean View
Resorts Vacations FAQs
How many vacation rentals have private pools in Summerland Key?
There are 17 vacation rentals with private pools near Summerland Key. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Summerland Key are best for families?
If you are looking for a family-friendly vacation home in Summerland Key, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Summerland Key:
How many vacation rentals are available in Summerland Key?
Currently, the total number of properties listed in 2026 is over 111 in the Summerland Key area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Summerland Key.
More Resorts Vacations to Explore
- Florida
- ·
- Summerland Key
- 0.15 mi to center
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Private Pool
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Parking
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Pool
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Ocean View
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Private Pool
-
Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.36 mi to center
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Private Pool
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Parking
-
Pool
-
Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 0.95 mi to center
-
Balcony/Terrace
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Kitchen
-
Air Conditioner
-
Internet
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
- Florida
- ·
- Summerland Key
- 0.80 mi to center
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Private Pool
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Oceanfront
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Parking
-
Pool
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
- Florida
- ·
- Summerland Key
- 0.75 mi to center
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Parking
-
Pool
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Kitchen
-
Air Conditioner
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
- Florida
- ·
- Summerland Key
- 0.14 mi to center
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Private Pool
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Parking
-
Pool
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Balcony/Terrace
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 0.66 mi to center
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Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
- Florida
- ·
- Summerland Key
- 0.83 mi to center
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
View
-
Hot Tub
-
Pool
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.95 mi to center
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
- Florida
- ·
- Summerland Key
- 0.70 mi to center
-
Parking
-
Pool
-
Balcony/Terrace
-
View
-
Parking
-
Pool
-
Balcony/Terrace
-
View
- Florida
- ·
- Summerland Key
- 0.81 mi to center
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Parking
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Balcony/Terrace
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Kitchen
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Air Conditioner
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
- Florida
- ·
- Summerland Key
- 0.71 mi to center
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Parking
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Pool
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Ocean View
-
Balcony/Terrace
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Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
Travel Stories and Guides For Summerland Key
Explore tips, destination guides, and inspiration for your next getaway.