Summerland Key Vacation Homes
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Vacation Homes in Summerland Key
Sugarloaf Key RV Resort & Cottages
311 Johnson Rd Summerland Key FL
Guests of Sugarloaf Key RV Resort & Cottages enjoy features like an outdoor pool, free WiFi in public areas, and laundry facilities. You can put free parking to good use if you drive. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Additional amenities include a gift shop and a TV in a common area.
Pool
Pet friendly
Old Florida Style, wrap around porch, boat basin for dockage, open water
Little Torch Key FL
$697 nightly
The price is $773 total per night
$773 total
Jun 2 - Jun 3
Total with taxes and fees
At this vacation home, guests have access to features like laundry facilities. This smoke-free vacation home also has a garden.
Kitchen
Washer
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Cudjoe FL
Guests staying at this vacation home enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out
Cudjoe Key FL
Guests of this vacation home enjoy features like an outdoor pool, a hot tub, and an arcade/game room. Other amenities at this family-friendly vacation home include laundry facilities and barbecue grills.
Pool
Hot Tub
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Cudjoe Key FL
$646 nightly
The price is $717 total per night
$717 total
Jun 2 - Jun 3
Total with taxes and fees
At this vacation home, guests have access to an outdoor pool, laundry facilities, and barbecue grills.
Pool
Kitchen
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cudjoe Key FL
$589 nightly
The price is $653 total per night
$653 total
Jun 3 - Jun 4
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Pool
Kitchen
Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!
Cudjoe Key FL
$411 nightly
The price is $457 total per night
$457 total
May 31 - Jun 1
Total with taxes and fees
Guests of this vacation home enjoy features like an outdoor pool, a gym, and laundry facilities. This smoke-free vacation home also has barbecue grills.
Pool
Kitchen
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Cudjoe Key FL
This vacation home offers an outdoor pool, free WiFi in public areas, and a hot tub. RV, bus, and truck parking is available. Other amenities at this family-friendly vacation home include an arcade/game room, laundry facilities, and local meal delivery service.
Pool
Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Hotel Options in Summerland Key
Parmer's Resort
565 Barry Avenue Summerland Key FL
$228 nightly
The price is $257 total per night from May 31 to Jun 1
$257 total
May 31 - Jun 1
Total with taxes and fees
9/10 Wonderful! (1,001 reviews)
Sugarloaf Key Hotel at KOA Resort
251 Co Rd 939 Summerland Key FL
Sugar Loaf Lodge
17001 Overseas Hwy Summerland Key FL
$169 nightly
The price is $190 total per night from May 31 to Jun 1
$190 total
May 31 - Jun 1
Total with taxes and fees
8.2/10 Very Good! (1,001 reviews)
Summerland Key Vacation Homes
Book vacation homes in Summerland Key
Next time you take a group getaway top Summerland Key, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Summerland Key vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.
Homes for every Summerland Key vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Summerland Key; instead of going to a small hotel room at the end of a busy day, you’re going home.
Vacations are all about creating lasting memories, and a Summerland Key rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Summerland Key is sure to be a winner.
Summerland Key Vacation Homes essential information
Accommodation | 380 Vacation Homes |
|---|---|
Lowest Price | $190 |
Highest Price | $773 |
Popular accommodation | Sugarloaf Key RV Resort & Cottages, Old Florida Style, wrap around porch, boat basin for dockage, open water, Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, Waterfront 2BR Home w/ Dock + Golf Cart, Open Water Views in Venture Out, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West, Oceanview Paradise AT Venture Out+4 Bikes & 2-2 Seat Kayaks! King & Queen Beds!, Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security, Tranquility Bayview House-Ocean Front with pool, boat basin and boat ramp |
More to Explore
- Lodges in Coopertown
- Rv Parks in Coopertown
- Villas in Coopertown
- Cottages in Melody Key
- Extended Stay Hotels in Melody Key
- Apartments in Ramrod Key
- B&B in Ramrod Key
- Hotels with Pool in Ramrod Key
- Hotels with Bar in Ramrod Key
- Ramrod Key Hotels
- Vacation Homes in Ramrod Key
- Villas in Ramrod Key
- Guest Houses in Flamingo
- B&B in Big Torch Key
- Motels in Big Torch Key
- Vacation Homes in Big Torch Key
- Rv Parks in Big Torch Key
- Resorts in Big Torch Key
- Villas in Big Torch Key
- 5 Star Hotels in Little Torch Key
- Condo Rentals in Little Torch Key
- Cottages in Little Torch Key
- Beach Resorts & in Little Torch Key
- Cheap Hotels in Little Torch Key
- Golf Resorts & in Little Torch Key
- Hotels with Pool in Little Torch Key
- Hotels with Bar in Little Torch Key
- Hotels with a Gym in Little Torch Key
- Hotels with Hot Tubs in Little Torch Key
- Luxury Hotels in Little Torch Key
- Noble House Hotels in Little Torch Key
- Pet Friendly Hotels in Little Torch Key
- Hotels with a Wedding Venue in Little Torch Key
- Little Torch Key Hotels
- Motels in Little Torch Key
- Vacation Homes in Little Torch Key
- Resorts in Little Torch Key
- Villas in Little Torch Key
- Cabin Rentals in Big Pine Key
- Cottages in Big Pine Key
- Extended Stay Hotels in Big Pine Key
- Houseboats in Big Pine Key
- Residences in Elliott Key
- Apartments in Cudjoe Key
- Cottages in Cudjoe Key
- Cudjoe Key Hotels
- Vacation Homes in Cudjoe Key
- Rv Parks in Cudjoe Key
- Resorts in Cudjoe Key
- Apartments in Lower Keys
- Cottages in Lower Keys
- Beach Resorts & in Lower Keys
- Golf Resorts & in Lower Keys
- Hotels with Bar in Lower Keys
- Pet Friendly Hotels in Lower Keys
- Lower Keys Hotels
- Resorts in Lower Keys
- Flights from Boston to Melody Key
- Flights from Detroit to Melody Key
- Flights from New Orleans to Melody Key
- Flights from Seattle to Melody Key
- Flights from Fort Lauderdale to Melody Key
- Flights from Newark to Melody Key
- Flights from Tampa to Melody Key
- Flights from Grand Rapids to Melody Key
- Flights from Ramrod Key
- Flights to Little Torch Key
- Flights from Little Torch Key
- Flights from Atlanta to Little Torch Key
- Flights from Boston to Little Torch Key
- Flights from Charlotte to Little Torch Key
- Flights from Chicago to Little Torch Key
- Flights from Houston to Little Torch Key
- Flights from New York to Little Torch Key
- Flights from Newark to Little Torch Key
- Flights from Toledo to Little Torch Key
- Flights from Managua to Little Torch Key
- Flights from Guatemala City to Little Torch Key
- Flights to Cudjoe Key
- Flights from Miami to Cudjoe Key
- Flights from Fort Lauderdale to Cudjoe Key
- Flights from Tampa to Cudjoe Key
- Flights from Dallas to Lower Keys
- Flights from Denver to Lower Keys
- Flights from Indianapolis to Lower Keys
- Flights from Nashville to Lower Keys
- Flights from New Orleans to Lower Keys
- Flights from Phoenix to Lower Keys
- Flights from St. Louis to Lower Keys
- Flights from Madison to Lower Keys