Search Vacation Homes in Summerland Key
Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Vacation Homes in Summerland Key

OCT. & NOV. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
OCT. & NOV. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
9.6 out of 10, Exceptional, (98)
$381 nightly
The price is $423
Oct 30 - Oct 31
Total with taxes and fees

OCT. & NOV. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
OCT. & NOV. 50% OFF! OCEANFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
9.8 out of 10, Exceptional, (81)
$404 nightly
The price is $448
Oct 31 - Nov 1
Total with taxes and fees

Beach Getaway in the Florida Keys
Beach Getaway in the Florida Keys
8.4 out of 10, Very Good, (7)
$1,752 nightly
The price is $1,939
Nov 5 - Nov 6
Total with taxes and fees

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
9.2 out of 10, Wonderful, (7)
$535 nightly
The price is $594
Oct 30 - Oct 31
Total with taxes and fees

Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key Cottage
9.8 out of 10, Exceptional, (119)
$466 nightly
The price is $516
Oct 30 - Oct 31
Total with taxes and fees

Hammock House - Beach Houses Key West
Hammock House - Beach Houses Key West
8.0 out of 10, Very Good, (2)
$3,165 nightly
The price is $3,487
Nov 3 - Nov 4
Total with taxes and fees

Island Time #110 Ocean Views - Cudjoe Key
Island Time #110 Ocean Views - Cudjoe Key
9.4 out of 10, Exceptional, (10)
$559 nightly
The price is $620
Oct 30 - Oct 31
Total with taxes and fees

Mahi House #440 - 35' seawall
Mahi House #440 - 35' seawall
10.0 out of 10, Exceptional, (1)
$554 nightly
The price is $614
Oct 30 - Oct 31
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in
Top Summerland Key Hotel Reviews

Sugarloaf Key Hotel at KOA Resort
10/10 Excellent
Find out more about Summerland Key
Summerland Key Vacation Homes information
Number of reviews | 855 |
|---|---|
Accommodation | 388 Vacation Homes |
Lowest Price | $423 |
Highest Price | $3,487 |
Explore a world of travel with Expedia
- RV Parks in Ramrod Key
- Motels in Ramrod Key
- B&B in Ramrod Key
- Condo Rentals in Ramrod Key
- Vacation Homes in Ramrod Key
- Apartments in Ramrod Key
- Cottages in Ramrod Key
- Ramrod Key Hotels
- Pet-friendly Hotels in Ramrod Key
- Hotels with Bars in Ramrod Key
- Historic Hotels in Ramrod Key
- 4 Star Hotels in Ramrod Key
- Beach Hotels in Ramrod Key
- Luxury Hotels in Ramrod Key
- Family Hotels in Ramrod Key
- Cheap Hotels in Ramrod Key
- Cottages in Lower Keys
- Resorts in Lower Keys
- Motels in Lower Keys
- RV Parks in Lower Keys
- Apartments in Lower Keys
- Resorts in Little Torch Key
- RV Parks in Little Torch Key
- RV Parks in Cudjoe Key
- Cottages in Cudjoe Key
- Resorts in Cudjoe Key
- Cottages in Little Torch Key
- Houseboats in Little Torch Key
- Vacation Homes in Little Torch Key
- B&B in Little Torch Key
- Condo Rentals in Little Torch Key
- Villas in Cudjoe Key
- Vacation Homes in Cudjoe Key
- Motels in Cudjoe Key
- Condo Rentals in Cudjoe Key
- Houseboats in Cudjoe Key
- Lower Keys Hotels
- Fishing Resorts & in Lower Keys
- Cheap Hotels in Lower Keys
- Pet-friendly Hotels in Lower Keys
- Beach Hotels in Lower Keys
- 5 Star Hotels in Lower Keys
- Extended Stay Hotels in Lower Keys
- 4 Star Hotels in Lower Keys
- Hotels with Hot Tubs in Lower Keys
- Ski Hotels in Lower Keys
- Little Torch Key Hotels
- Cudjoe Key Hotels
- Cheap Hotels in Little Torch Key
- Hotels with Restaurants in Little Torch Key
- Hilton Hotels in Little Torch Key
- Romantic Hotels in Little Torch Key
- Hotel Wedding Venues Hotels in Little Torch Key
- Hotels with Laundry Facilities in Little Torch Key
- Family Hotels in Little Torch Key
- Luxury Hotels in Little Torch Key
- Pet-friendly Hotels in Little Torch Key
- Honeymoon Resorts & in Little Torch Key
- Beach Hotels in Little Torch Key
- Resorts & Hotels with Spas in Little Torch Key
- Fishing Resorts & in Little Torch Key
- Hotels & Resorts for Couples in Little Torch Key
- 3 Star Hotels in Little Torch Key
- Oceanfront Hotels in Little Torch Key
- Quiet Resorts & in Little Torch Key
- Hotels with Bars in Little Torch Key
- 4 Star Hotels in Little Torch Key
- Golf Hotels in Little Torch Key
- Beach Hotels in Cudjoe Key
- Hotels with Restaurants in Cudjoe Key
- Pet-friendly Hotels in Cudjoe Key
















































































