Tree House Rentals in Meadows
Condo
10.0Exceptional
(34 Reviews)
2 Bedrooms
2 Baths
8 Guests
1300 ft²
Oceanfront
Fireplace/Heating
Pool
Ocean View
US $502/Night
7 Nights - US $3,514
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
(1012 Reviews)
1 Bedroom
1 Bath
- Pool
Balcony/Terrace
Breakfast
Kitchen
US $134/Night
7 Nights - US $937
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 $323/Night
7 Nights - US $2,259
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
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
10.0Exceptional
(6 Reviews)
2 Bedrooms
2 Baths
4 Guests
1283 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
US $449/Night
7 Nights - US $3,140
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
Luxury Tree House Rentals in Meadows
Over 134+ Luxury Tree House Rentals in or Near Meadows
House
1 Bedroom
1 Bath
- Pool
- Balcony/Terrace
- Kitchen
- Parking
US $2,792/Night
7 Nights - US $19,544
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
House
9.8Exceptional
(146 Reviews)
5 Bedrooms
4 Baths
12 Guests
3605 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,772/Night
7 Nights - US $12,403
Top-Rated Treehouses with a Pool in Meadows
Over 109+ Top-Rated Private Treehouses 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 $363/Night
7 Nights - US $2,542
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
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 $157/Night
7 Nights - US $1,100
House
9.8Exceptional
(153 Reviews)
4 Bedrooms
3 Baths
10 Guests
2898 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,150/Night
7 Nights - US $8,050
House
9.8Exceptional
(144 Reviews)
3 Bedrooms
3 Baths
8 Guests
2849 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $1,244/Night
7 Nights - US $8,708
House
9.8Exceptional
(134 Reviews)
4 Bedrooms
3 Baths
10 Guests
2898 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Pool
US $1,258/Night
7 Nights - US $8,807
Pet-Friendly Treehouses in Meadows
Over 53+ Pet-Friendly Private Treehouses 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 $170/Night
7 Nights - US $1,188
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
House
- Key West
- ·
- The Meadows
- 0.11 mi to center
9.8Exceptional
(123 Reviews)
1 Bedroom
1 Bath
4 Guests
- Private Pool
- Pool
- Pet Friendly
- Kitchen
US $192/Night
7 Nights - US $1,345
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
Condo
9.8Exceptional
(38 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $506/Night
7 Nights - US $3,543
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
- 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 $350/Night
7 Nights - US $2,453
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
House
- Key West
- ·
- The Meadows
- 0.11 mi to center
9.6Exceptional
(116 Reviews)
1 Bedroom
1 Bath
2 Guests
612 ft²
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $177/Night
7 Nights - US $1,242
Large Private Treehouses in Meadows
Over 17+ Large Treehouses in or Near Meadows for Groups and Families
House
9.8Exceptional
(90 Reviews)
4 Bedrooms
3 Baths
10 Guests
2829 ft²
- Private Pool
- Hot Tub
- Pool
- Balcony/Terrace
US $1,291/Night
7 Nights - US $9,037
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
Condo
9.8Exceptional
(30 Reviews)
4 Bedrooms
4 Baths
16 Guests
2400 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,010/Night
7 Nights - US $7,068
House
- Key West
- ·
- The Meadows
- 0.12 mi to center
8.8Fabulous
(970 Reviews)
16 Bedrooms
13 Baths
31 Guests
266.61 ft²
- Pool
- Balcony/Terrace
- View
- Air Conditioner
US $159/Night
7 Nights - US $1,113
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
Condo
9.6Exceptional
(41 Reviews)
4 Bedrooms
4 Baths
16 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,009/Night
7 Nights - US $7,061
Condo
9.6Exceptional
(36 Reviews)
4 Bedrooms
4 Baths
16 Guests
2000 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $953/Night
7 Nights - US $6,671
Condo
9.6Exceptional
(33 Reviews)
4 Bedrooms
4 Baths
15 Guests
2400 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,177/Night
7 Nights - US $8,238
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
Wheelchair Accessible Holiday Homes in Meadows
Over 17+ Wheelchair Accessible Treehouses and Holiday 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 $584/Night
7 Nights - US $4,086
Condo
9.6Exceptional
(45 Reviews)
2 Bedrooms
2 Baths
8 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $451/Night
7 Nights - US $3,159
Condo
9.6Exceptional
(29 Reviews)
2 Bedrooms
2 Baths
8 Guests
1300 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $397/Night
7 Nights - US $2,781
Condo
9.4Exceptional
(19 Reviews)
2 Bedrooms
2 Baths
6 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $505/Night
7 Nights - US $3,536
Condo
9.2Exceptional
(108 Reviews)
2 Bedrooms
2 Baths
8 Guests
1215 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $389/Night
7 Nights - US $2,722
Condo
9.0Exceptional
(107 Reviews)
2 Bedrooms
2 Baths
6 Guests
1215 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $378/Night
7 Nights - US $2,644
Condo
9.8Exceptional
(133 Reviews)
4 Bedrooms
4 Baths
8 Guests
1498 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,173/Night
7 Nights - US $8,209
Condo
9.8Exceptional
(83 Reviews)
4 Bedrooms
4 Baths
8 Guests
1453 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $1,190/Night
7 Nights - US $8,328
Condo
9.6Exceptional
(109 Reviews)
4 Bedrooms
4 Baths
8 Guests
1454 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $1,133/Night
7 Nights - US $7,929
Meadows Treehouses, Airbnb and Holiday Homes Under $200
Over 4+ Meadows Private Treehouses, Airbnb and Holiday 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 $163/Night
7 Nights - US $1,139
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 Treehouse Rentals in Meadows
Over 46+ Instantly Bookable Private Treehouses in or Near Meadows
Condo
9.4Exceptional
(151 Reviews)
2 Bedrooms
2 Baths
8 Guests
1215 ft²
- Child Friendly
US $389/Night
7 Nights - US $2,723
Condo
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $231/Night
7 Nights - US $1,616
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 $577/Night
7 Nights - US $4,038
Condo
9.6Exceptional
(100 Reviews)
4 Bedrooms
4 Baths
8 Guests
1509 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,135/Night
7 Nights - US $7,944
Condo
9.6Exceptional
(96 Reviews)
3 Bedrooms
2 Baths
6 Guests
1155 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $848/Night
7 Nights - US $5,937
Condo
9.6Exceptional
(84 Reviews)
3 Bedrooms
3 Baths
6 Guests
1180 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $993/Night
7 Nights - US $6,954
Condo
9.6Exceptional
(79 Reviews)
3 Bedrooms
3 Baths
6 Guests
1192 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $914/Night
7 Nights - US $6,397
Condo
9.6Exceptional
(64 Reviews)
4 Bedrooms
3 Baths
8 Guests
1237 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
US $1,085/Night
7 Nights - US $7,596
House
9.6Exceptional
(4 Reviews)
3 Bedrooms
2 Baths
8 Guests
1652 ft²
- Private Pool
- Oceanfront
- Pool
- Ocean View
US $334/Night
7 Nights - US $2,338
Book a Last Minute Place to Stay in Meadows
About Meadows Treehouse Rentals
Explore more than 143 treehouses in Meadows. From luxurious treetop retreats to cozy forest homes, cabins and off-grid properties, each offers premium amenities designed for families, groups, and adventurers. Enjoy exceptional comfort and a one-of-a-kind nature experience with these incredible accommodations. Perfect for tranquil escapes, adventurous retreats, or nature-inspired getaways, these treehouses provide style and comfort in Meadows.
Looking for last-minute deals or the best offers on treehouses, cozy forest homes, cabins and off-grid properties? Treehouse Rentals makes it easy to compare options in Meadows. Choose from spacious family-friendly stays, charming woodland escapes, or luxurious treetop getaways tailored for ultimate relaxation and adventure
Find spacious family-friendly accommodations, cozy forest homes, or luxurious treetop stays—all designed for maximum comfort and convenience during your visit.On average, treehouses in Meadows offer approximately 1260.49 ft² of space, giving you and your group plenty of room to relax and enjoy the stunning natural surroundings.
The average nightly rate for treehouses in Meadows typically ranges around US $752.
Treehouse Rentals offers a secure and convenient platform to compare and book the best treehouses in Meadows. Explore a wide range of properties at unbeatable rates, and enjoy a unique stay immersed in nature with us.
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Top Treehouse Accommodation Types in Meadows
| Type | Count |
|---|---|
| Vacation Homes | 88 |
| Holiday Apartments | 9 |
| Cottages | 1 |
Use these Quick Filters to Find a Vacation Rental in Meadows
★ Pro Tip: Treehouse Rentals simplifies your search for the best treehouse accommodations from leading vacation rental OTAs like Booking.com and more. Use our Advanced Filter to explore treehouses, cozy cabins, secluded forest homes and off-grid properties. Filter by availability, pricing, cancellation options, and amenities to discover the ideal treehouse getaway in Meadows.
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
Frequently Asked Questions About Meadows?
What are the top treehouse rentals in Meadows?
Looking for a place to stay in Meadows? Explore these highly-rated treehouses for a one-of-a-kind retreat surrounded by nature:
- Waterfront Dock Pool Key West Near Duval
- ~ CASABLANCA GRANDE ~ Old Town quiet duplex with pool, hot tub, and parking!
- Eliza Street Retreat, 2 bedroom, 2 bathrm, + loft, private pool, great location
- Shady Palms - Stay In Comfort- May - Aug 10% OFF - 2BD/2.5Bath - Private Pool
- 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
How many treehouses with private pools are available in Meadows?
Find exceptional treehouses with private pools near Meadows on Treehouse Rentals. Relax in serene treetop accommodations with exclusive pool access and picturesque nature views. Whether it's a spacious treehouse or a secluded forest retreat, these properties provide the ideal mix of luxury and adventure.
- WANDERLUST ~ Stunning 3 Bed, 3 Bath Retreat in Peaceful Neighborhood w/Pool!
- Historic "Old Town" Charm
- Luxury Mansion in Old Town Key West – Four Bedrooms, Private Pool
- *SOUTHERN STAR @ THE MEADOWS* Private Home & Pool + LAST KEY SERVICES.
What are the top-rated treehouses in Meadows for family stays?
Searching for a family-friendly treehouse in Meadows? Discover these top-rated options, each loved by families and groups who have stayed in Meadows:
- Bright and Comfortable 3 bedroom/2.5 bath Classic Conch in the Meadows
- Upper Bayview South
- The Palms Hotel
How many treehouses are available in Meadows?
Treehouse Rentals, as of 2026, features over 143 unique treehouse, cabins and forest homes in Meadows. Choose from treetop hideaways, eco-friendly lodges, and off-grid properties, with new options added frequently.
By 2026, Treehouse Rentals has curated over 143 stunning properties in Meadows, sourced from trusted platforms. Plan your nature-inspired getaway now.
For 2026, Treehouse Rentals provides access to over 143 premier accommodations in Meadows. Find your ideal escape among the treetops today.
Nearby Neighborhood (3)
| Neighborhood | Property Count |
|---|---|
| Old Town Vacation Rentals in Key West, Florida | 1872 |
| The Meadows Vacation Rentals in Key West, Florida | 99 |
| White Street Gallery District Vacation Rentals in Key West, Florida | 4535 |
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