Find Vacation Rentals in Summerland Key

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Summerland Key
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Popular Summerland Key Vacation Rentals

Find the perfect Summerland Key vacation rental

House Summerland Key
e.g. 10/22 - 10/29 (Sat - Sat)
$634 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (10 ratings)
Summerland Key, Monroe County, Florida, United States
Details
Florida Rental By Owners
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Details
House Summerland Key
e.g. 4/1 - 4/8 (Sat - Sat)
-23%
$384
$297 per night
House ∙ 8 guests ∙ 3 bedrooms
Summerland Key, Monroe County, Florida, United States
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Florida Rental By Owners
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Details
House Summerland Key
e.g. 5/7 - 5/14 (Sun - Sun)
$2,696 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (12 ratings)
Summerland Key, Monroe County, Florida, United States
Details
Vacasa
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Details
House Summerland Key
e.g. 10/1 - 10/8 (Sat - Sat)
-51%
$3,826
$1,878 per night
House ∙ 20 guests ∙ 8 bedrooms
4.8
"Excellent" (3 ratings)
Summerland Key, Monroe County, Florida, United States
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Vacasa
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Details
House Summerland Key
e.g. 5/13 - 5/20 (Sat - Sat)
-25%
$952
$712 per night
House ∙ 10 guests ∙ 5 bedrooms
4.5
"Outstanding" (1 rating)
Summerland Key, Monroe County, Florida, United States
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Vacasa
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Details
Cottage Summerland Key
e.g. 10/1 - 10/8 (Sat - Sat)
-57%
$887
$382 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
4.5
"Outstanding" (1 rating)
Summerland Key, Monroe County, Florida, United States
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Vacasa
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Details
Villa Summerland Key
e.g. 12/5 - 12/12 (Mon - Mon)
$921 per night
Villa ∙ 10 guests ∙ 4 bedrooms
Summerland Key, Monroe County, Florida, United States
Free cancellation
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HomeToGo
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House Summerland Key
e.g. 10/15 - 10/22 (Sat - Sat)
$627 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (10 ratings)
Summerland Key, Monroe County, Florida, United States
Details
Florida Rental By Owners
Details
Details
House Summerland Key
e.g. 10/8 - 10/15 (Sat - Sat)
$784 per night
House ∙ 12 guests ∙ 5 bedrooms
4.8
"Excellent" (10 ratings)
Summerland Key, Monroe County, Florida, United States
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Florida Rental By Owners
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Vacation rentals and apartments with air conditioning

House Aircondition Summerland Key
e.g. 10/15 - 10/22 (Sat - Sat)
-24%
$858
$649 per night
House ∙ 8 guests ∙ 3 bedrooms
4.8
"Excellent" (10 ratings)
Summerland Key, Monroe County, Florida, United States
Aircondition
Details
Florida Rental By Owners
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Details
House Aircondition Summerland Key
e.g. 10/3 - 10/10 (Mon - Mon)
-41%
$613
$361 per night
House ∙ 4 guests ∙ 2 bedrooms
Summerland Key, Monroe County, Florida, United States
Aircondition
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FlipKey
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Motel Aircondition Summerland Key
e.g. 10/15 - 10/22 (Sat - Sat)
-33%
$300
$200 per night
Motel ∙ 14 guests ∙ 1 bedroom
4.4
"Very good" (2042 ratings)
Summerland Key, Monroe County, Florida, United States
Free cancellation
Aircondition
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Expedia
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Apartments and vacation rentals with a kitchen

House Kitchen Summerland Key
e.g. 11/12 - 11/19 (Sat - Sat)
$827 per night
House ∙ 12 guests ∙ 6 bedrooms
5.0
"Excellent" (1 rating)
Summerland Key, Monroe County, Florida, United States
Kitchen
Details
Florida Rental By Owners
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Details
Motel Kitchen Summerland Key
e.g. 12/2 - 12/9 (Fri - Fri)
$537 per night
Motel ∙ 6 guests ∙ 1 bedroom
4.4
"Very good" (18 ratings)
Summerland Key, Monroe County, Florida, United States
Kitchen
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HomeToGo
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Details
Motel Kitchen Summerland Key
e.g. 10/1 - 10/8 (Sat - Sat)
$187 per night
Motel ∙ 2 guests ∙ 1 bedroom
4.4
"Very good" (18 ratings)
Summerland Key, Monroe County, Florida, United States
Kitchen
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HomeToGo
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Best vacation rentals with a balcony

House Balcony Summerland Key
e.g. 10/15 - 10/22 (Sat - Sat)
$877 per night
House ∙ 14 guests ∙ 4 bedrooms
Summerland Key, Monroe County, Florida, United States
Balcony
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Florida Rental By Owners
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Details
House Balcony Summerland Key
e.g. 4/8 - 4/15 (Sat - Sat)
$808 per night
House ∙ 14 guests ∙ 6 bedrooms
4.6
"Outstanding" (10 ratings)
Summerland Key, Monroe County, Florida, United States
Balcony
Details
Florida Rental By Owners
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Details
House Balcony Summerland Key
e.g. 11/26 - 12/3 (Sat - Sat)
-24%
$869
$659 per night
House ∙ 7 guests ∙ 4 bedrooms
5.0
"Excellent" (1 rating)
Summerland Key, Monroe County, Florida, United States
Balcony
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Florida Rental By Owners
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Frequently Asked Questions

What is the price of vacation rentals in Summerland Key?

Usually, a stay in Summerland Key starts at $125 per night.

Are there any vacation rentals available to book in Summerland Key?

Our large collection of vacation homes makes it easy to filter and compare 89 offers in Summerland Key.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Summerland Key

Find the best Summerland Key vacation rentals on Tripping.com. With over 77 home rentals, take your pick from a wide variety of choices including studio apartments, luxury condos, and cozy cabin rentals. Prices in Summerland Key range from $71 a night. Many rentals can also be booked directly online. Vacation home rentals found on Tripping.com offer more amenities than the average hotel room along with many of the comforts of home. Going on a business trip or need to stay connected? 73 homes in Summerland Key offer high-speed WiFi Internet so you won’t miss a beat. Travelling with kids? Let them splash around in any of the 38 rentals with pool or jacuzzi, or relax with the family in one of the 75 homes with cable TV. For all those pet owners with dogs or cats, Summerland Key offers 31 pet-friendly vacation rentals for your extended family. Find the perfect vacation rental that matches your budget and style on Tripping.com. Search properties from 5 vacation rental sites in Summerland Key where the top providers in that area are HomeAway, TripAdvisor, and VacationRentals. There are 45 HomeAway rentals, 22 TripAdvisor short term rentals and 4 VacationRentals vacation rentals.

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