Pet-Friendly Rentals in The Meadows, FL: Compare 10+ Sites & Save

AirbnbBooking.comVrboExpediaKayakTripadvisorHotels.comAgoda.com
  1. VBOR
  2. Pet-Friendly Rentals
  3.  USA

  4.  Florida
  5.  Key West
  6.  The Meadows

Refine your search

Price per night

Amenity Filter

Rating

777 Best Pet-Friendly Rentals in The Meadows (Starting from $177)

Petronia Cottage
Petronia Cottage
House
Key West, FL, USA
0.2k from The Meadows center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

2 Bedrooms4 Guests
New to Booking
$322
Average price / night
Check Availability
**MODERN IN THE MEADOWS @ THE MEADOWS** Chic Private Home & Pool + LAST KEY SERV
**MODERN IN THE MEADOWS @ THE MEADOWS** Chic Private Home & Pool + LAST KEY SERV
House
Key West, FL, 33040, United States
0.0k from The Meadows center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
New to Booking
$443
Average price / night
Check Availability
Paradise Place by AvantStay Key West Old Town Condo w Shared Pool
Paradise Place by AvantStay Key West Old Town Condo w Shared Pool
House
Key West, FL, USA
0.2k from The Meadows center

Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
7.1

Good

11 reviews

$447
Average price / night
Check Availability
**SOUTHERN STAR @ THE MEADOWS** Private Home & Pool + LAST KEY SERVICES...
**SOUTHERN STAR @ THE MEADOWS** Private Home & Pool + LAST KEY SERVICES...
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Balcony, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
New to Booking
$511
Average price / night
Check Availability
Casa de Rosalie by AvantStay Great Location w Pool BBQ Outdoor Dining Month Long Stays Only
Casa de Rosalie by AvantStay Great Location w Pool BBQ Outdoor Dining Month Long Stays Only
House
Key West, FL, USA
0.2k from The Meadows center

Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

1 Bedroom8 Guests
New to Booking
$327
Average price / night
Check Availability
BELLE MAISON ~ 5 BR/3 Ba Home w/ Pool/Spa in The Meadows!
BELLE MAISON ~ 5 BR/3 Ba Home w/ Pool/Spa in The Meadows!
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Balcony, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
New to Booking
$1420
Average price / night
Check Availability
Andros - Spacious 2x2 Waterfront Condo
Andros - Spacious 2x2 Waterfront Condo
House
Key West, FL, USA
0.3k from The Meadows center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
9.2

Superb

7 reviews

$610
Average price / night
Check Availability
Historic House, Gorgeous Porch, Great Location, See 5 Star Reviews
Historic House, Gorgeous Porch, Great Location, See 5 Star Reviews
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

4 Bedrooms8 Guests
9.8

Exceptional

15 reviews

$387
Average price / night
Check Availability
Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom
Dominica - New Waterfront Condo Pool Dock 2 Bedroom 2 Bathroom
House
Key West, FL, USA
0.3k from The Meadows center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$660
Average price / night
Check Availability
PINEAPPLE BREEZE ~ JUST RENOVATED Home in The Meadows with Pool!
PINEAPPLE BREEZE ~ JUST RENOVATED Home in The Meadows with Pool!
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

4 reviews

$414
Average price / night
Check Availability
Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly
Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly
House
Key West, FL, USA
0.3k from The Meadows center

Security/Safety, Sports/Activities, Air Conditioner, Internet, Parking, Fireplace/Heating, View

2 Bedrooms8 Guests
9.5

Superb

12 reviews

$610
Average price / night
Check Availability
WANDERLUST ~ Stunning 3 Bed, 3 Bath Retreat in Peaceful Neighborhood w/ Pool!
WANDERLUST ~ Stunning 3 Bed, 3 Bath Retreat in Peaceful Neighborhood w/ Pool!
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Barbecue, Dryer, Extra Bed, Internet, Kitchen, Laundry, Living Area, Microwave

3 Bedrooms9 Guests
9.4

Superb

6 reviews

$448
Average price / night
Check Availability
Abaco - Large waterfront 2x2 end unit with boat slip
Abaco - Large waterfront 2x2 end unit with boat slip
House
Key West, FL, USA
0.3k from The Meadows center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms8 Guests
8.7

Fabulous

4 reviews

$572
Average price / night
Check Availability
Welcome to the Shady Palms - Private Pool - 2 Bdrm, 2.5 baths
Welcome to the Shady Palms - Private Pool - 2 Bdrm, 2.5 baths
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

2 Bedrooms4 Guests
10.0

Exceptional

6 reviews

$469
Average price / night
Check Availability
Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock
Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock
House
Key West, FL, USA
0.3k from The Meadows center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms8 Guests
9.4

Superb

6 reviews

$610
Average price / night
Check Availability
SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool!
SECOND WIND ~ Charming 2 Bedroom, 2 Bathroom Home w/ Pool!
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

2 Bedrooms4 Guests
9.8

Exceptional

9 reviews

$359
Average price / night
Check Availability
Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo
Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo
House
Key West, FL, USA
0.3k from The Meadows center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms8 Guests
9.0

Fabulous

16 reviews

$610
Average price / night
Check Availability
The Sea Glass Cottage in Historic Key West
The Sea Glass Cottage in Historic Key West
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Balcony, Barbecue, Crib, Dryer, Extra Bed, Free Parking, Internet, Kitchen

2 Bedrooms6 Guests
New to Booking
$199
Average price / night
Check Availability
Florida - Spacious Updated Waterfront Condo 2x2 Pool Dock
Florida - Spacious Updated Waterfront Condo 2x2 Pool Dock
House
Key West, FL, USA
0.3k from The Meadows center

Cheap, Accommodations, Pools, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings

2 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$643
Average price / night
Check Availability
ANCHORS AWAY ~ Cheerful 1 BR, 1 Ba Condo with Private Hot Tub in The Meadows!
ANCHORS AWAY ~ Cheerful 1 BR, 1 Ba Condo with Private Hot Tub in The Meadows!
House
Key West, FL, 33040, United States
0.1k from The Meadows center

AC, Barbecue, Dryer, Extra Bed, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$177
Average price / night
Check Availability
Oversized home for the whole family w/private pool & dock
Oversized home for the whole family w/private pool & dock
House
Key West, FL, 33040, United States
0.2k from The Meadows center

AC, Balcony, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area

5 Bedrooms12 Guests
9.8

Exceptional

142 reviews

$1871
Average price / night
Check Availability
~ CASABLANCA GRANDE ~ Old Town quiet duplex with pool, hot tub, and parking!
~ CASABLANCA GRANDE ~ Old Town quiet duplex with pool, hot tub, and parking!
House
Key West, FL, 33040, United States
0.2k from The Meadows center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

2 Bedrooms6 Guests
10.0

Exceptional

12 reviews

$981
Average price / night
Check Availability
~ CASABLANCA TOO ~Chicly updated home with hot tub in a quiet location.
~ CASABLANCA TOO ~Chicly updated home with hot tub in a quiet location.
House
Key West, FL, 33040, United States
0.2k from The Meadows center

AC, Barbecue, Dryer, Free Parking, Hot Tub, Internet, Kitchen, Laundry, Living Area

1 Bedroom2 Guests
9.6

Exceptional

116 reviews

$576
Average price / night
Check Availability
~ CASABLANCA ~ Fabulous home w/ private pool/parking, in a quiet location.
~ CASABLANCA ~ Fabulous home w/ private pool/parking, in a quiet location.
House
Key West, FL, 33040, United States
0.2k from The Meadows center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave

1 Bedroom4 Guests
9.8

Exceptional

122 reviews

$630
Average price / night
Check Availability
\"Dominica\" Key West 2BR • Dock, Pool, Pet-Friendly
\"Dominica\" Key West 2BR • Dock, Pool, Pet-Friendly
Condo
Key West, FL, 33040, United States
0.3k from The Meadows center

AC, Balcony, Barbecue, Crib, Dryer, Elevator, Free Parking, Heater, Internet

2 Bedrooms8 Guests
10.0

Exceptional

7 reviews

$885
Average price / night
Check Availability
SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage!
SEVENTH HEAVEN~Waterfront 5 BR, 4 Ba Townhome with Pool, Elevator & Dockage!
House
Key West, FL, 33040, United States
0.3k from The Meadows center

AC, Balcony, Barbecue, Dryer, Elevator, Free Parking, Internet, Kitchen, Laundry

5 Bedrooms12 Guests
9.6

Exceptional

4 reviews

$1732
Average price / night
Check Availability
** FLIGHT OF THE FLAMINGO @ OLD TOWN ** Home & Private Pool + LAST KEY SERVICES.
** FLIGHT OF THE FLAMINGO @ OLD TOWN ** Home & Private Pool + LAST KEY SERVICES.
House
Key West, FL, 33040, United States
0.3k from The Meadows center

AC, Barbecue, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking, Pool

3 Bedrooms5 Guests
New to Booking
$489
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Pet-Friendly Rentals in The Meadows.

Where to stay in The Meadows? Best neighborhoods & areas

Stay Near The Meadows's Top Attractions

VacationByOwnerRentals can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

The Meadows Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 777 verified pet-friendly rentals in The Meadows. These include a range of homes, cabins, and condos that welcome pets, making it easier to plan a trip with your companion.

Pet fees in The Meadows vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $177 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in The Meadows may have weight or breed restrictions, while others are more flexible. It’s recommended to review the property’s house rules or contact the host to confirm whether your pet is allowed.

Some pet-friendly rentals in The Meadows include fenced or partially enclosed outdoor spaces, which can be helpful for pets. Checking the listing details can help you find properties that offer secure outdoor areas.

Pet-friendly properties can be in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. Availability may be more flexible during off-peak periods.

Pet-friendly rentals in The Meadows may include amenities such as Pet Friendly, Pool, and View. These features help make stays more comfortable for both pets and their owners.

You can use map-based search features to find rentals located near dog parks, walking trails, or pet-friendly outdoor areas. This can help you choose a location that is convenient for daily walks and outdoor activities with your pet.