Estia Villas - Vacation Rentals in Florida Keys
Villa
10.0
(
223 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1360 ft²
-
Oceanfront -
Parking -
Pool -
Ocean View
US $615
/Night
7 Nights - $4,304
House
9.5
(
19 Reviews
)
2 Bedrooms
5 Bathrooms
8 Guests
742.71 ft²
-
Pool
-
Ocean View
-
View -
Air Conditioner
US $258
/Night
7 Nights - $1,806
Villa
7.4
(
3 Reviews
)
1 Bedroom
1 Bathroom
-
Private Pool -
Oceanfront
-
Hot Tub -
Parking
US $1,221
/Night
7 Nights - $8,544
Villa
10.0
(
95 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
980 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $351
/Night
7 Nights - $2,458
Villa
10.0
(
40 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
17222 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $594
/Night
7 Nights - $4,158
Villa
9.8
(
189 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Parking
-
Pool
-
Kitchen -
Air Conditioner
US $496
/Night
7 Nights - $3,474
Villa
9.4
(
227 Reviews
)
3 Bedrooms
3 Bathrooms
10 Guests
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $601
/Night
7 Nights - $4,205
Villa
9.6
(
152 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1600 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $254
/Night
7 Nights - $1,776
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Luxury Places to Stay in Florida Keys
Over 10000+
Luxury Places to Stay in or Near Florida Keys
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House
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet -
Child Friendly -
Laundry
Unlock the Best Price
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House
4 Bedrooms
4 Bathrooms
8 Guests
3175.35 ft²
-
Parking
-
Pool
-
Spa -
View
Unlock the Best Price
House
10.0
(
2 Reviews
)
7 Bedrooms
11 Bathrooms
14 Guests
20000 ft²
-
Oceanfront
-
Hot Tub
-
Breakfast -
Parking
US $8,960
/Night
7 Nights - $62,723
House
9 Bedrooms
9 Bathrooms
18 Guests
7400 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Breakfast
US $8,822
/Night
7 Nights - $61,753
See More Florida Keys Luxury Vacation Rentals
Find More Florida Keys Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Florida Keys
Over 10000+
Top-Rated Vacation Rentals with a Pool in or Near Florida Keys
US $154
/Night
7 Nights - $1,075
House
10.0
(
287 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1350 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $576
/Night
7 Nights - $4,031
House
10.0
(
276 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $593
/Night
7 Nights - $4,153
House
10.0
(
276 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $458
/Night
7 Nights - $3,206
House
10.0
(
252 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1400 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $518
/Night
7 Nights - $3,625
House
10.0
(
250 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1500 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $727
/Night
7 Nights - $5,088
House
10.0
(
235 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $510
/Night
7 Nights - $3,567
House
10.0
(
222 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
2300 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $919
/Night
7 Nights - $6,434
Pet-Friendly Vacation Rentals in Florida Keys
Over 4522+
Pet-Friendly Vacation Rentals in or Near Florida Keys
House
10.0
(
218 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
2400 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $993
/Night
7 Nights - $6,954
Bed & Breakfast
8.8
(
139 Reviews
)
6 Bedrooms
6 Bathrooms
15 Guests
361.67 ft²
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $563
/Night
7 Nights - $3,941
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Internet
-
Pet Friendly
US $1,713
/Night
7 Nights - $11,993
House
10.0
(
87 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
2500 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $896
/Night
7 Nights - $6,275
Boat Rental
9.8
(
220 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $523
/Night
7 Nights - $3,660
House
9.8
(
184 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2500 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,114
/Night
7 Nights - $7,797
House
9.8
(
148 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
2849 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $841
/Night
7 Nights - $5,890
House
9.6
(
235 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $738
/Night
7 Nights - $5,167
See More Pet-Friendly Vacation Rentals in Florida Keys on PetFriendly.io
Large Vacation Homes & Villas in Florida Keys
Over 2326+
Large Vacation Homes & Villas in or Near Florida Keys
House
10.0
(
152 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
2700 ft²
-
Private Pool
-
Oceanfront
-
Breakfast
-
Parking
US $1,632
/Night
7 Nights - $11,422
House
9.6
(
2 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
2228.13 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Pet Friendly
US $304
/Night
7 Nights - $2,128
US $1,639
/Night
7 Nights - $11,475
House
10.0
(
131 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
2200 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,341
/Night
7 Nights - $9,388
House
9.8
(
137 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2898 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $904
/Night
7 Nights - $6,328
House
9.8
(
81 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
4500 ft²
-
Private Pool
-
Oceanfront
-
Hot Tub
-
Parking
US $1,018
/Night
7 Nights - $7,126
House
9.6
(
78 Reviews
)
8 Bedrooms
4 Bathrooms
20 Guests
3124 ft²
-
Private Pool
-
Oceanfront
-
Parking
-
Pool
US $1,608
/Night
7 Nights - $11,253
House
10.0
(
82 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2500 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $588
/Night
7 Nights - $4,114
See More Family Vacation Rentals in Florida Keys on FVR
Wheelchair Accessible Vacation Homes in Florida Keys
Over 3048+
Wheelchair Accessible Vacation Homes in or Near Florida Keys
Condo
10.0
(
169 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
840 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $463
/Night
7 Nights - $3,243
House
8.9
(
20 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
290.63 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $238
/Night
7 Nights - $1,666
Bed & Breakfast
9.4
(
1006 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $224
/Night
7 Nights - $1,567
Condo
10.0
(
90 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
947 ft²
-
Oceanfront
-
Parking
-
Pool
-
Spa
US $244
/Night
7 Nights - $1,708
Condo
9.8
(
108 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
650 ft²
-
Oceanfront
-
Hot Tub
-
Pool
-
Ocean View
US $331
/Night
7 Nights - $2,319
Condo
9.6
(
168 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $249
/Night
7 Nights - $1,742
Condo
9.6
(
156 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
932 ft²
-
Oceanfront
-
Hot Tub
-
Parking
-
Pool
US $223
/Night
7 Nights - $1,558
Condo
9.4
(
92 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Parking
-
Pool
-
Spa
-
Balcony/Terrace
US $240
/Night
7 Nights - $1,678
Florida Keys Vacation Rentals and Airbnb Places to Stay Under $200
Over 1315+
Florida Keys Vacation Rentals and Airbnb Places to Stay Under $200
House
10.0
(
34 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1868 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $196
/Night
7 Nights - $1,374
House
8.0
(
1 Review
)
2 Bedrooms
2 Bathrooms
6 Guests
1883.68 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $162
/Night
7 Nights - $1,134
Bed & Breakfast
9.8
(
449 Reviews
)
1 Bedroom
1 Bathroom
-
Hot Tub
-
Breakfast
-
Ocean View
-
Balcony/Terrace
US $141
/Night
7 Nights - $984
Condo
9.2
(
156 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
600 ft²
-
Hot Tub
-
Parking
-
Pool
-
Ocean View
US $197
/Night
7 Nights - $1,376
Cottage
8.8
(
157 Reviews
)
3 Bedrooms
2 Bathrooms
4 Guests
1400 ft²
-
Hot Tub
-
Parking
-
Ocean View
-
Balcony/Terrace
US $189
/Night
7 Nights - $1,320
Boat Rental
9.4
(
22 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
789 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $114
/Night
7 Nights - $801
House
10.0
(
47 Reviews
)
2 Bedrooms
2 Bathrooms
5 Guests
1100 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $199
/Night
7 Nights - $1,394
Condo
9.8
(
35 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
800 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $172
/Night
7 Nights - $1,202
See More Florida Keys Vacation Rental Deals
Instantly Bookable Vacation Homes in Florida Keys
Over 9522+
Instantly Bookable Vacation Homes in or Near Florida Keys
House
10.0
(
193 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1080 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $652
/Night
7 Nights - $4,561
Apartment
1 Bedroom
2 Bathrooms
2 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $513
/Night
7 Nights - $3,594
House
10.0
(
193 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $420
/Night
7 Nights - $2,942
Condo
10.0
(
193 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
700 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $305
/Night
7 Nights - $2,134
House
10.0
(
191 Reviews
)
2 Bedrooms
2 Bathrooms
6 Guests
1200 ft²
-
Oceanfront
-
Parking
-
Pool
-
Ocean View
US $462
/Night
7 Nights - $3,237
House
10.0
(
172 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $551
/Night
7 Nights - $3,858
House
10.0
(
135 Reviews
)
2 Bedrooms
3 Bathrooms
6 Guests
1450 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $403
/Night
7 Nights - $2,819
House
10.0
(
118 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1928 ft²
-
Parking
-
Pool
-
Ocean View
-
Balcony/Terrace
US $679
/Night
7 Nights - $4,752
About Florida Keys Vacation Rentals
With more than 433 Florida Keys vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Florida Keys.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Florida Keys, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Florida Keys. Places to stay near Florida Keys are 1347.35 ft² on average, with prices averaging US $844 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Florida Keys with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Florida Keys
| Type | Count |
|---|---|
| Villas | 385 |
| Vacation Homes | 31 |
| Holiday Apartments | 10 |
| Resorts | 3 |
| Hotels | 1 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Florida Keys
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Florida Keys.
Weather in Florida Keys
View the weather forecast for Florida Keys before booking your Florida Keys Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Florida Keys, FL
Estiavillas offers a large selection of top attractions around Florida Keys. Research things to do on your vacation before you visit Florida Keys.
Duval Street
Smathers Beach
Southernmost Point
Mallory Square
South Beach
Sombrero Beach
John Pennekamp Coral Reef State Park
Higgs Beach
Bahia Honda State Park and Beach
Key West Harbour
Key West Aquarium
Ernest Hemingway Home and Museum
Jimmy Johnson's Big Chill
Dolphin Research Center
Fort Zachary Taylor Historic State Park
Theater of the Sea
Key West Butterfly and Nature Conservatory
Florida Keys Beaches
Seven Mile Bridge
Saddlebunch Keys
Other Places to Stay Near Florida Keys, FL
Lower Florida Keys
3,412 Properties
Key West
2,686 Properties
Key West Historic District
2,135 Properties
Old Town
2,051 Properties
Duval Street
1,578 Properties
Marathon
1,393 Properties
Pretty Joe Rock
1,294 Properties
Key Largo
1,224 Properties
Downtown
891 Properties
Lower Keys
759 Properties
Islamorada
743 Properties
Uptown - Upper Duval
687 Properties
Complexes around Florida Keys, FL
Key West
123 Properties
Key Largo
63 Properties
Bakers Resort Jr Largo
68 Properties
Beachside Colony Beach
40 Properties
Bananab Marathon
25 Properties
Mara Marathon
19 Properties
Faroblanco Marathon
17 Properties
Op
17 Properties
Waterfront Villa Boat Slip
10 Properties
Ocean Pointe
14 Properties
Southernmost West
14 Properties
Executive Bay Club Islamorada
11 Properties
Curry
9 Properties
Shores
9 Properties
Bayfront Suites Marina
8 Properties
Florida Keys Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Florida Keys?
There are a lot of options in Florida Keys. If you plan on staying in the Florida Keys area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Florida Keys:
- Gorgeous Waterfront 3 Bedroom Coral Lagoon Villa, Sleeps 8, with 40' Boat Slip!
- Sombrero Beach Villa with Private Pool and Dock
- Serenity by the Sea! Anglers Reef with Boat Slip Available!
- Beautiful Oceanside Mariner`s 3 Bedroom Townhome
- Canal Front with Large Custom Pool, Lush Landscaping, Hot Tub, 30' Dock, Kayaks!
- Keys Kottage & Bayside Villa W/free onsite boat ramp marina & trailer parking.
- Newly upgraded Key Largo Villa W/Boat Slip
- Oceanview Marinaview Free Golf Cart Pool Pickleball
- Two Bedroom Two Bath Poolside Villa Steps from Duval!
- Marlin House 52: Gated Luxury Villa w/Dockage, Sunset Views and Pool
How many vacation rentals have private pools in Florida Keys?
There are 2989 vacation rentals with private pools near Florida Keys. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Florida Keys are best for families?
If you are looking for a family-friendly vacation home in Florida Keys, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Florida Keys:
How many vacation rentals are available in Florida Keys?
Currently, the total number of properties listed in 2026 is over 433 in the Florida Keys area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Florida Keys.
