Best price vacation rentals in Sugarloaf Key, Florida, USA • 62 Listings
Open this search on

Sugarloaf Key, Florida, USA Vacation Rentals | 

Price Comparison Results
Default SortingSettings
Open this search on
No photo yet
5.0 (6)
Luxurious Oceanfront 5BR Property with heated Pool & Waterfall
Up to 12 guests
Vrbo$870
Airbnb$1,035
Average Nightly Rate
No photo yet
5.0 (3)
**OFF THE GRID @ BAYPOINT** Waterfront Home + Beach & Pool + LAST KEY SERVICES..
Up to 10 guests
Airbnb$295
Vrbo$473
Average Nightly Rate
No photo yet
5.0 (2)
Stunning, Oceanfront Home with Private Pool & Docks - Dog-Friendly
Up to 18 guests
Vrbo$216
Airbnb$284
Average Nightly Rate
No photo yet
5.0 (12)
Luxurious Oceanfront Home w/ a Private Pool, High-speed Wifi, & Private Beach
Up to 8 guests
Vrbo$2,159
Airbnb$2,637
Average Nightly Rate
No photo yet
5.0 (2)
PARADISE POINT - Amazing Views, Luxurious Open Water Home W/ Pool, Tiki, Dock...
Up to 10 guests
Vrbo$581
Airbnb$703
Average Nightly Rate
HiChee Chrome Extension

Use our Chrome Extension. It's Free!

Get instant price-comparison savings while browsing Airbnb, Booking.com, and Vrbo!

No photo yet
5.0 (15)
Oceanfront Paradise! (15 minutes from Duval)
Up to 6 guests
Airbnb$340
Vrbo$340
Average Nightly Rate
No photo yet
5.0 (48)
Palms Resort - Green House
Up to 8 guests
Airbnb$1,682
Vrbo$2,200
Average Nightly Rate

Curious howHiCheeLogoColorfulgets its data?

ShakaCode Data logoShakaCodedata

ShakaCode scrapes. So you don't have to.

Delegate your web scraping needs to us. Get the data you need.
Focus on your primary goals.

HiCheeLogoColorfulHiChee is built and owned byShakaCode logoShakaCode

Learn more
No photo yet
4.8 (5)
Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe
Up to 12 guests
Airbnb$260
Vrbo$280
Average Nightly Rate
No photo yet
4.7 (11)
Pet friendly amazing location in paradise
Up to 9 guests
Airbnb$225
Vrbo$268
Average Nightly Rate

Smarter Planning with Watchlists

Create your Watchlists boards and see price comparisons for multiple listings at once. You'll also get notified about price and availability changes and can share it with others.

HiChee Watchlists
No photo yet
4.5 (29)
Palms Resort at Sugarloaf - Grey House
Up to 12 guests
Airbnb$2,360
Vrbo$2,771
Average Nightly Rate
No photo yet
4.2 (13)
Extensive Keys House w/ Bikes, Private Pool, Free WiFi, & In-Home Washer/Dryers
Up to 20 guests
Vrbo$2,089
Airbnb$2,155
Average Nightly Rate
No photo yet
0.0 (0)
NEW! Oceanfront Sugarloaf Key Home w/ Private Dock
Up to 8 guests
Airbnb$186
Vrbo$913
Average Nightly Rate
No photo yet
0.0 (0)
Waterfront Home w/ WiFi, Private Washer/Dryer, Firepit and Private Gas Grill
Up to 8 guests
Vrbo$331
Airbnb$399
Average Nightly Rate
No photo yet
0.0 (0)
3 bedroom accommodation in Summerland Key
Up to 6 guests
Vrbo$194
Airbnb$222
Average Nightly Rate
No photo yet
5.0 (7)
SUGARLOAF KEY Home on Wide Canal - Private Pool + New Outdoor Gourmet Kitchen
Up to 8 guests
Vrbo$411
Average Nightly Rate
No photo yet
5.0 (8)
Family friendly house in paradise
Up to 8 guests
Vrbo$418
Average Nightly Rate
No photo yet
5.0 (22)
Pink Beach Paradise
Up to 16 guests
Airbnb$725
Average Nightly Rate
No photo yet
5.0 (4)
For up to date Information call 510-381-5000
Up to 8 guests
Vrbo$375
Average Nightly Rate
No photo yet
5.0 (8)
Banana Cabana, Canal Front Home Sugarloaf Key Mm 17
Up to 6 guests
Vrbo$160
Average Nightly Rate
No photo yet
5.0 (23)
Fabulous Key West Water Front 3 Bed 3 Bath Home
Up to 8 guests
Vrbo$636
Average Nightly Rate
No photo yet
5.0 (7)
Waterfront home with open water view, dock, hot tub, private beach, dog friendly
Up to 8 guests
Vrbo$300
Average Nightly Rate
No photo yet
5.0 (11)
Sugarloaf Key Home With Beach, Dock and Canal!
Up to 8 guests
Vrbo$614
Average Nightly Rate
No photo yet
5.0 (1)
#SUGARFOOT_SUNSETS PRIVATEBEACH, BRINGBOAT, SERVICELIFT, HEATED SALT POOL TIKI
Up to 12 guests
Vrbo$699
Average Nightly Rate
No photo yet
5.0 (15)
Cassie's Paradise - Luxury Beach House Rental
Up to 10 guests
Airbnb$4,983
Average Nightly Rate
No photo yet
5.0 (2)
It's time to get away!
Up to 10 guests
Vrbo$375
Average Nightly Rate
  1. United States
  2. Florida
  3. Sugarloaf Key Vacation Rental Price Comparison

Compare Airbnb vs. Booking.com vs. Vrbo prices for vacation rentals in Sugarloaf Key, Florida, USA

© 2025 HiChee.com. All Rights Reserved.

Check it before you book it! ™

Privacy PolicyTerms of Service