Lower Keys Holiday Rentals

Compare Villas, Resorts, & Rentals in Lower Keys, Florida, USA

Tropical Island Paradise W/Open Water Views!
9.6 (110 Reviews)
2 Bedrooms 6 Guests
Sunshine Key King Travel Trailer 4
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8.9 (20 Reviews)
1 Bedroom 4 Guests
Atlantic View Luxury Villa with Pool
Fromد.إ.‏4,028 per night
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10.0 (2 Reviews)
1 Bedroom 2 Guests
Pelico Paradise
Fromد.إ.‏1,116 per night
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9.6 (2 Reviews)
5 Bedrooms 10 Guests
Sunshine Key RV Resort & Marina
Fromد.إ.‏1,260 per night
8.8 (163 Reviews)
1 Bedroom 2 Guests
Private Oceanfront Cottage with dockage, pool just minutes to Key West!
8.6 (170 Reviews)
1 Bedroom 2 Guests
Luxury OceanView Friendly Villa Near Key West
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1.0 (1 Review)
4 Bedrooms 10 Guests
Old Wooden Bridge Resort and Marina
Fromد.إ.‏1,049 per night
8.6 (335 Reviews)
1 Bedroom 4 Guests
Springs Venture Out Dolphin House (#386) with beautiful open water views
9.4 (113 Reviews)
3 Bedrooms 6 Guests
Florida Keys /Big Pine Key/ Dear Haven
Fromد.إ.‏25,708 per night
New
2 Bedrooms 4 Guests
Quaint cottage, pool, dockage just minutes to Key West!
9.0 (152 Reviews)
2 Bedrooms 4 Guests
Red Grouper Getaway
Fromد.إ.‏1,142 per night
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New
3 Bedrooms 8 Guests
"Canal-Front Paradise in Big Pine Key-Relax &Explore the keys"
10.0 (12 Reviews)
3 Bedrooms 8 Guests
Ocean View with Pool, 4 bedroom Vila Near Key West
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10.0 (4 Reviews)
4 Bedrooms 10 Guests
Cudjoe Cottages, swimming pool, just 20 miles from Key West
8.8 (155 Reviews)
3 Bedrooms 6 Guests
Deer Run on the Atlantic
Fromد.إ.‏1,836 per night
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10.0 (3 Reviews)
4 Bedrooms 6 Guests
Dolphin Daydreams by Last Key Realty
Fromد.إ.‏1,740 per night
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10.0 (1 Review)
1 Bedroom 4 Guests
Waterfront Cozy Cottage with Boat Ramp & Dock!
10.0 (64 Reviews)
2 Bedrooms 6 Guests
key Deer Retreat/direct gulf access/hot tub
9.4 (6 Reviews)
2 Bedrooms 7 Guests
Pelican's Roost, Waterfront comfort at Venture Out
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9.2 (21 Reviews)
2 Bedrooms 5 Guests
Charming cottages, dockage, pool, just minutes to Key West
8.6 (129 Reviews)
2 Bedrooms 4 Guests
NAUTILUS.ocean front cottage retreat ~
Fromد.إ.‏3,335 per night
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9.2 (16 Reviews)
2 Bedrooms 6 Guests
Star Room at Barnacle Resort
Fromد.إ.‏1,580 per night
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9.2 (4 Reviews)
1 Bedroom 2 Guests
Conch House on a Quiet Canal : Monthly Only
9.6 (4 Reviews)
2 Bedrooms 6 Guests
Sugarloaf Key RV Resort & Cottages
Fromد.إ.‏1,682 per night
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9.1 (517 Reviews)
33 Bedrooms 18 Guests
Cozy Conch Cottage
Fromد.إ.‏988 per night
9.0 (3 Reviews)
1 Bedroom 4 Guests
Fishermen`s Paradise
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9.0 (1 Review)
3 Bedrooms 8 Guests
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
10.0 (234 Reviews)
2 Bedrooms 6 Guests
Oceanview's and heated pool in Cudjoe Key, FL
9.0 (1 Review)
10 Bedrooms 30 Guests
Oceanside home, dock,kayaks,bikes,pool,fishing,109
10.0 (176 Reviews)
1 Bedroom 6 Guests
Tree Top Paradise
Fromد.إ.‏694 per night
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8.8 (30 Reviews)
2 Bedrooms 6 Guests
Oceanside home, dock,kayaks,bikes,pool,fishing,111
10.0 (158 Reviews)
2 Bedrooms 6 Guests
Parmer's Resort
Fromد.إ.‏1,117 per night
8.6 (412 Reviews)
29 Bedrooms 38 Guests
Waterfront Beach Houses with Dock & Heated Pool!
10.0 (79 Reviews)
8 Bedrooms 20 Guests
Post Card Point #319 - Ocean Views!
Fromد.إ.‏2,468 per night
10.0 (54 Reviews)
2 Bedrooms 4 Guests
Starfish - Ocean front with dock and pool
10.0 (51 Reviews)
3 Bedrooms 6 Guests
Beachside @ Torchview Waterfront Retreat
10.0 (51 Reviews)
2 Bedrooms 6 Guests
Latitude Adjustment #598, Canal front-Ocean Views
10.0 (51 Reviews)
2 Bedrooms 6 Guests
A Tropical Luxury Getaway, Your own private resort!
10.0 (48 Reviews)
6 Bedrooms 16 Guests
Ocean View Room at Barnacle Resort
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8.5 (15 Reviews)
1 Bedroom 4 Guests
Barnacle Resort
Fromد.إ.‏959 per night
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8.0 (47 Reviews)
1 Bedroom 2 Guests
Tropical Oasis with Beautiful Home, Pool, Dock and Tiki Hut
10.0 (7 Reviews)
3 Bedrooms 6 Guests
Turtle Cove Views by Last Key Realty
Fromد.إ.‏1,888 per night
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8.5 (2 Reviews)
2 Bedrooms 6 Guests
Starlight Serenity - Hideaway w Stunning Views
New
1 Bedroom 2 Guests
Old Wooden Bridge Resort & Marina
8.0 (315 Reviews)
47 Bedrooms 150 Guests
Sugarloaf Key Hotel at KOA Resort
Fromد.إ.‏1,021 per night
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9.8 (551 Reviews)
1 Bedroom 2 Guests
Villa of the Setting Sun
Fromد.إ.‏10,298 per night
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8.0 (1 Review)
1 Bedroom 8 Guests
OCEANIA. water front cottage retreat ~
Fromد.إ.‏1,667 per night
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7.8 (19 Reviews)
2 Bedrooms 6 Guests
The Villa of Pelico Palms
Fromد.إ.‏5,545 per night
10.0 (6 Reviews)
4 Bedrooms 10 Guests
Sugarloaf Lodge
Fromد.إ.‏694 per night
7.7 (420 Reviews)
13 Bedrooms 10 Guests
Luxury and Lovely Water Front House
10.0 (6 Reviews)
3 Bedrooms 4 Guests
Treehouse Private Village at Barnacle Resort
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7.7 (3 Reviews)
1 Bedroom 4 Guests
Dock Holiday
Fromد.إ.‏1,076 per night
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7.6 (5 Reviews)
2 Bedrooms 4 Guests
New Construction in Venture Out! 3 night minimum stay.
10.0 (6 Reviews)
2 Bedrooms 6 Guests
Island Oasis ~ YOUR Paradise Awaits!
Fromد.إ.‏1,418 per night
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7.4 (5 Reviews)
2 Bedrooms 6 Guests
Keys cottage, oceanfront, dock, fenced backyard
10.0 (6 Reviews)
2 Bedrooms 4 Guests
Ocean Depth Room at Barnacle Resort
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7.3 (3 Reviews)
1 Bedroom 4 Guests
Tiki Beach - Big Pine Key
6.0 (2 Reviews)
4 Bedrooms 10 Guests
135 Waterfront Property, Boat Dock, Heated Pool, Ocean Views
10.0 (5 Reviews)
2 Bedrooms 4 Guests
Private Estate Pool Ocean View 20 minutes to Key West
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1.0 (1 Review)
4 Bedrooms 10 Guests

About Casai's Private Villas and Holiday Rentals in Lower Keys

Discover more than 1447 vacation rentals available in Lower Keys. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Lower Keys.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Lower Keys, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Lower Keys. On average, places to stay near Lower Keys offer 860.9 ft², with nightly prices averaging د.إ.‏1,631.

With Casai, finding and comparing holiday rentals in Lower Keys is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Lower Keys?

What are the top holiday rentals in Lower Keys?

How many Casai.ae holiday rentals are available in Lower Keys?

As of 2026, Casai boasts over 1447 properties listed in the Lower Keys area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Lower Keys.

Nearby Neighborhood (16)

NeighborhoodProperty Count
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