Meadows Vacation Rentals & Ski-in/Ski-out Homes
House
- Key West
- ·
- The Meadows
- 0.12 mi to center
10.0Exceptional
(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
1224 ft²
Private Pool
Hot Tub
Pool
Pet Friendly
US $656/Night
7 Nights - US $4,590
Apartment
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
3 Guests
398.26 ft²
- Pool
View
Parking
Air Conditioner
US $337/Night
7 Nights - US $2,360
Bed & Breakfast
- Key West
- ·
- The Meadows
- 0.12 mi to center
9.2Exceptional
(1007 Reviews)
1 Bedroom
1 Bath
- Pool
Balcony/Terrace
Breakfast
Kitchen
US $280/Night
7 Nights - US $1,961
House
- Key West
- ·
- The Meadows
- 0.13 mi to center
10.0Exceptional
(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1020 ft²
- Private Pool
Fireplace/Heating- Pool
- Balcony/Terrace
US $283/Night
7 Nights - US $1,984
House
9.9Exceptional
(16 Reviews)
2 Bedrooms
2 Baths
8 Guests
1205.56 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
US $785/Night
7 Nights - US $5,494
Boat Rental
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
- Ocean View
- Balcony/Terrace
- View
- Kitchen
US $506/Night
7 Nights - US $3,544
Apartment
- Key West
- ·
- The Meadows
- 0.12 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $370/Night
7 Nights - US $2,592
Apartment
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
400 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $564/Night
7 Nights - US $3,950
Condo
- Key West
- ·
- The Meadows
- 0.13 mi to center
10.0Exceptional
(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
455 ft²
- Oceanfront
- Hot Tub
- Pool
- Ocean View
US $377/Night
7 Nights - US $2,638
Luxury Places to Stay in Meadows
Over 136+ Luxury Places to Stay in or Near Meadows
House
9.6Exceptional
(17 Reviews)
4 Bedrooms
4 Baths
8 Guests
2444 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $2,460/Night
7 Nights - US $17,219
House
4 Bedrooms
4 Baths
10 Guests
2830.91 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- View
US $2,086/Night
7 Nights - US $14,605
House
8.1Excellent
(13 Reviews)
4 Bedrooms
4 Baths
16 Guests
2002.09 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $2,063/Night
7 Nights - US $14,441
House
9.3Exceptional
(3 Reviews)
4 Bedrooms
4 Baths
16 Guests
2002.09 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $2,063/Night
7 Nights - US $14,441
House
8.9Fabulous
(12 Reviews)
4 Bedrooms
4 Baths
16 Guests
2400.35 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $2,063/Night
7 Nights - US $14,441
House
4 Bedrooms
4 Baths
8 Guests
2443.41 ft²
Child Friendly
Security/Safety
US $1,986/Night
7 Nights - US $13,904
House
4 Bedrooms
3 Baths
10 Guests
2895.49 ft²
- Pool
- Balcony/Terrace
- View
- Breakfast
US $1,832/Night
7 Nights - US $12,826
Condo
9.6Exceptional
(35 Reviews)
4 Bedrooms
4 Baths
16 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,683/Night
7 Nights - US $11,781
House
9.2Exceptional
(9 Reviews)
4 Bedrooms
4 Baths
15 Guests
2400.35 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $1,672/Night
7 Nights - US $11,704
Top-Rated Vacation Rentals with a Pool in Meadows
Over 113+ Top-Rated Vacation Rentals with a Pool in or Near Meadows
House
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
1642 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $398/Night
7 Nights - US $2,786
House
- Key West
- ·
- The Meadows
- 0.08 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1596 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $367/Night
7 Nights - US $2,572
House
10.0Exceptional
(1 Review)
3 Bedrooms
3 Baths
6 Guests
1800 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $927/Night
7 Nights - US $6,487
Condo
- Key West
- ·
- The Meadows
- 0.13 mi to center
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
2 Guests
427 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $155/Night
7 Nights - US $1,082
House
9.8Exceptional
(133 Reviews)
4 Bedrooms
3 Baths
10 Guests
2898 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,175/Night
7 Nights - US $8,222
Condo
9.8Exceptional
(132 Reviews)
4 Bedrooms
4 Baths
8 Guests
1498 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,035/Night
7 Nights - US $7,245
House
9.8Exceptional
(89 Reviews)
4 Bedrooms
3 Baths
10 Guests
2829 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $1,277/Night
7 Nights - US $8,938
Condo
9.8Exceptional
(37 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $680/Night
7 Nights - US $4,759
Condo
9.8Exceptional
(30 Reviews)
4 Bedrooms
4 Baths
16 Guests
2400 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,621/Night
7 Nights - US $11,348
Pet-Friendly Vacation Rentals in Meadows
Over 53+ Pet-Friendly Vacation Rentals in or Near Meadows
House
10.0Exceptional
(1 Review)
1 Bedroom
1 Bath
4 Guests
639 ft²
- Oceanfront
- Hot Tub
- Ocean View
- Balcony/Terrace
US $167/Night
7 Nights - US $1,171
House
9.4Exceptional
(11 Reviews)
2 Bedrooms
2 Baths
8 Guests
1205.56 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $919/Night
7 Nights - US $6,433
Condo
9.8Exceptional
(26 Reviews)
2 Bedrooms
2 Baths
8 Guests
1350 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $711/Night
7 Nights - US $4,979
House
9.2Exceptional
(12 Reviews)
2 Bedrooms
2 Baths
8 Guests
1345.49 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $904/Night
7 Nights - US $6,325
House
- Key West
- ·
- The Meadows
- 0.07 mi to center
9.8Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
1142 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $343/Night
7 Nights - US $2,403
Condo
9.8Exceptional
(8 Reviews)
2 Bedrooms
2 Baths
8 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $677/Night
7 Nights - US $4,739
Condo
9.6Exceptional
(45 Reviews)
2 Bedrooms
2 Baths
8 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $689/Night
7 Nights - US $4,823
Condo
9.6Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
8 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $677/Night
7 Nights - US $4,741
Condo
9.4Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $668/Night
7 Nights - US $4,673
Large Vacation Homes & Villas in Meadows
Over 15+ Large Vacation Homes & Villas in or Near Meadows
House
9.8Exceptional
(8 Reviews)
5 Bedrooms
4 Baths
12 Guests
3417 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,280/Night
7 Nights - US $8,960
House
- Key West
- ·
- The Meadows
- 0.12 mi to center
8.3Excellent
(1330 Reviews)
16 Bedrooms
13 Baths
34 Guests
266.61 ft²
- Pool
- Balcony/Terrace
- View
- Air Conditioner
US $159/Night
7 Nights - US $1,113
Condo
9.6Exceptional
(41 Reviews)
4 Bedrooms
4 Baths
16 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,513/Night
7 Nights - US $10,592
House
4 Bedrooms
3 Baths
10 Guests
2895.49 ft²
- Hot Tub
- Pool
- Balcony/Terrace
- View
US $1,652/Night
7 Nights - US $11,561
Condo
9.6Exceptional
(32 Reviews)
4 Bedrooms
4 Baths
15 Guests
2400 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,623/Night
7 Nights - US $11,363
House
- Key West
- ·
- The Meadows
- 0.03 mi to center
5 Bedrooms
3 Baths
12 Guests
3316 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,272/Night
7 Nights - US $8,901
House
- Key West
- ·
- The Meadows
- 0.11 mi to center
4 Bedrooms
3 Baths
10 Guests
2500 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $605/Night
7 Nights - US $4,236
House
- Key West
- ·
- The Meadows
- 0.02 mi to center
4 Bedrooms
4 Baths
10 Guests
2400 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $425/Night
7 Nights - US $2,977
House
9.8Exceptional
(12 Reviews)
5 Bedrooms
4 Baths
12 Guests
3089 ft²
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $1,550/Night
7 Nights - US $10,852
Wheelchair Accessible Vacation Homes in Meadows
Over 16+ Wheelchair Accessible Vacation Homes in or Near Meadows
Condo
9.6Exceptional
(72 Reviews)
2 Bedrooms
1 Bath
4 Guests
693 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $492/Night
7 Nights - US $3,444
House
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $2,792/Night
7 Nights - US $19,544
Condo
9.2Exceptional
(107 Reviews)
2 Bedrooms
2 Baths
8 Guests
1215 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $360/Night
7 Nights - US $2,520
Condo
9.6Exceptional
(100 Reviews)
4 Bedrooms
4 Baths
8 Guests
1509 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,063/Night
7 Nights - US $7,442
Condo
8.8Fabulous
(100 Reviews)
2 Bedrooms
2 Baths
8 Guests
1215 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $554/Night
7 Nights - US $3,875
Condo
10.0Exceptional
(34 Reviews)
2 Bedrooms
2 Baths
8 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $671/Night
7 Nights - US $4,700
Condo
9.4Exceptional
(150 Reviews)
2 Bedrooms
2 Baths
8 Guests
1215 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $404/Night
7 Nights - US $2,827
Condo
9.0Exceptional
(105 Reviews)
2 Bedrooms
2 Baths
6 Guests
1215 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $339/Night
7 Nights - US $2,371
House
4.8Average
(73 Reviews)
5 Bedrooms
4 Baths
14 Guests
3500 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Pet Friendly
US $1,508/Night
7 Nights - US $10,556
Meadows Resorts and Airbnb Homes Under $200
Over 4+ Meadows Resorts and Airbnb Homes Under $200
Condo
- Key West
- ·
- The Meadows
- 0.13 mi to center
8.8Fabulous
(3 Reviews)
1 Bedroom
1 Bath
2 Guests
427 ft²
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $161/Night
7 Nights - US $1,124
Condo
7.6Very Good
(4 Reviews)
1 Bedroom
1 Bath
4 Guests
500 ft²
- Pool
- Kitchen
- Air Conditioner
Internet
US $161/Night
7 Nights - US $1,127
House
- Key West
- ·
- The Meadows
- 0.06 mi to center
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
US $178/Night
7 Nights - US $1,247
Condo
- Key West
- ·
- The Meadows
- 0.12 mi to center
9.2Exceptional
(131 Reviews)
1 Bedroom
1 Bath
4 Guests
455 ft²
- Oceanfront
- Hot Tub
Spa- Pool
US $165/Night
7 Nights - US $1,155
Instantly Bookable Vacation Homes in Meadows
Over 49+ Instantly Bookable Vacation Homes in or Near Meadows
Condo
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $231/Night
7 Nights - US $1,616
House
9.8Exceptional
(15 Reviews)
4 Bedrooms
3 Baths
8 Guests
1948 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $350/Night
7 Nights - US $2,449
Cottage
- Key West
- ·
- The Meadows
- 0.07 mi to center
9.8Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
6 Guests
1320 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $548/Night
7 Nights - US $3,834
House
9.6Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1652 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $357/Night
7 Nights - US $2,499
House
- Key West
- ·
- The Meadows
- 0.07 mi to center
9.4Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
9 Guests
1628 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $393/Night
7 Nights - US $2,748
House
- Key West
- ·
- The Meadows
- 0.04 mi to center
4 Bedrooms
3 Baths
8 Guests
2045 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $472/Night
7 Nights - US $3,301
House
4 Bedrooms
3 Baths
8 Guests
1900 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $471/Night
7 Nights - US $3,297
House
3 Bedrooms
3 Baths
6 Guests
1560 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $303/Night
7 Nights - US $2,124
New
Condo
- Key West
- ·
- The Meadows
- 0.11 mi to center
9.8Exceptional
(20 Reviews)
1 Bedroom
1 Bath
4 Guests
554 ft²
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $298/Night
7 Nights - US $2,084
Book a Last Minute Place to Stay in Meadows
About Meadows Vacation Rentals
Explore over 145 vacation rentals in Meadows with SunSki Resorts. These accommodations, comprising vacation homes, cottages, cabins, and condos, boast excellent amenities at great value, ensuring comfort and luxury. Enhance your stay with SunSki Resorts in Meadows for more space and value.
In search of last-minute deals or the best bargains on vacation rentals? With SunSki Resorts, you can conveniently compare various options and deals in Meadows. Discover rentals with desirable amenities like swimming pools, hot tubs, and pet-friendly options. Find the ideal vacation rental in Meadows tailored to your preferences. On average, these rentals offer 1271.22 ft² of space, and are priced at an average of US $779 per night.
SunSki Resorts simplifies and secures the process of finding and comparing vacation rentals in Meadows at prices typically 30-40% lower than hotels. Discover your perfect vacation rental and book now.
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Top Types of Ski Accommodations in Meadows
| Type | Count |
|---|---|
| Vacation Homes | 91 |
| Holiday Apartments | 8 |
| Unique Vacation Rentals | 2 |
| B&B | 1 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Meadows
★ Pro Tip: Discover Your Ideal Vacation Rental in Meadows with SunSki Resorts™. Compare a diverse array of properties, including RBO homes, vacation rentals, cottages, cabins, and more. Utilize our advanced filters to search by location, amenities, and price. Book with confidence and enjoy savings of up to 40-60% compared to a hotel stay. Create unforgettable memories with SunSki Resorts™.
Weather in Meadows, FL
View the weather forecast for Meadows before booking your Meadows 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
Other Places to Stay in Meadows, FL
Complexes around Meadows, FL
Frequently Asked Questions About Meadows?
What are the top vacation rentals in Meadows?
When organizing your trip to Meadows, don't miss the chance to explore the top-rated vacation rentals in the vicinity. With a plethora of options available, you're bound to discover the ideal accommodation for your stay in Meadows. Peruse our collection of highly-rated properties and secure your reservation today.
- ~ CASABLANCA GRANDE ~ Old Town quiet duplex with pool, hot tub, and parking!
- Eliza Street Retreat, 2 bedroom, 2 bathrm, + loft, private pool, great location
- Fabulous Home with Private Saltwater Pool, Central AC, & High-Speed WiFi
- PINEAPPLE BREEZE ~ JUST RENOVATED Home in The Meadows with Pool!
- The Crystalmarine Suite – Rustic Luxury on the Sea
- Tropical Heron Hideaway w/Hot Tub + Pool
- The Margaret Suite
- Bright and Comfortable 3 bedroom/2.5 bath Classic Conch in the Meadows
- Poolside Hide-Away @ Palm Gardens offered by Rent Key West Vacations
- New Listing! Truman Show - Private, heated pool and chef's kitchen
How many vacation rentals have private pools in Meadows?
Uncover 28 vacation rentals boasting private pools near Meadows. Explore top-rated RBO homes offering access to a swimming pool:
- Historic "Old Town" Charm
- The Meadows Retreat
- BOTTOMS UP BUNGALOW - PERFECT 2 Bed/2 Bath PRIVATE POOL
- Shady Palms - Stay In Comfort- May - Aug 10% OFF - 2BD/2.5Bath - Private Pool
Which vacation homes or resorts in Meadows are best for families?
Choose SunSki for a wide variety of vacation rentals, including family-friendly homes, ski cabins, cottages, and more in Meadows. Enjoy great views, locations and save money with SunSki Resorts.™
- Bright and Comfortable 3 bedroom/2.5 bath Classic Conch in the Meadows
- Upper Bayview South
- The Palms Hotel
How many SunSkiResorts vacation rentals or resorts are available in Meadows?
Discover the ideal vacation rental in Meadows with SunSki Resorts™. We provide an extensive selection of over 145 properties, encompassing vacation homes, private villas, cottages, and more. Explore our listings to find the perfect place to stay for your upcoming trip to Meadows.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Old Town Vacation Rentals in Key West, Florida | 2222 |
| The Meadows Vacation Rentals in Key West, Florida | 104 |
| White Street Gallery District Vacation Rentals in Key West, Florida | 4527 |
People Also Ask
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