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

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  2. Pet-Friendly Rentals
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  4.  Florida
  5.  Key West
  6.  Midtown

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777 Best Pet-Friendly Rentals in Midtown (Starting from $143)

Belle of the Beach by Last Key Realty
Belle of the Beach by Last Key Realty
House
Key West, FL, USA
0.5k from Midtown center

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

6 Bedrooms16 Guests
New to Booking
$2390
Average price / night
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In the heart of Midtown
In the heart of Midtown
House
Key West, FL, 33040, United States
0.0k from Midtown center

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

2 Bedrooms4 Guests
New to Booking
$403
Average price / night
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New Hidden Oasis- Waterfall Pool Close to Beach
New Hidden Oasis- Waterfall Pool Close to Beach
House
Key West, FL, USA
0.5k from Midtown center

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

3 Bedrooms6 Guests
New to Booking
$526
Average price / night
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**73 PALMS @ MIDTOWN** Renovated Home & Pool + LAST KEY SERVICES…
**73 PALMS @ MIDTOWN** Renovated Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.1k from Midtown center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$379
Average price / night
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Casa Atlantic
Casa Atlantic
House
Key West, FL, USA
0.6k from Midtown center

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

3 Bedrooms9 Guests
8.0

Good

1 reviews

$536
Average price / night
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Island Time on Washington : Stylish 4BR Key West Home, Heated Pool, Dogs OK, Parking & Near Beaches
Island Time on Washington : Stylish 4BR Key West Home, Heated Pool, Dogs OK, Parking & Near Beaches
House
Key West, FL, 33040, United States
0.1k from Midtown center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Microwave, No Smoking, Patio

4 Bedrooms10 Guests
New to Booking
$312
Average price / night
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Andros - Spacious 2x2 Waterfront Condo
Andros - Spacious 2x2 Waterfront Condo
House
Key West, FL, USA
0.7k from Midtown center

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

2 Bedrooms6 Guests
9.2

Superb

7 reviews

$610
Average price / night
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**MIDTOWN MOSAIC @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
**MIDTOWN MOSAIC @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.1k from Midtown center

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

4 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$521
Average price / night
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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
0.7k from Midtown center

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

2 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$660
Average price / night
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WALKING ON SUNSHINE ~ Exquisite 3 BR, 3 Ba Home w/ Heated Pool & Parking!
WALKING ON SUNSHINE ~ Exquisite 3 BR, 3 Ba Home w/ Heated Pool & Parking!
House
Key West, FL, 33040, United States
0.1k from Midtown center

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

3 Bedrooms6 Guests
9.6

Exceptional

4 reviews

$384
Average price / night
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Flaglers Oasis by AvantStay Private Pool in Key West Month Long Stays Only
Flaglers Oasis by AvantStay Private Pool in Key West Month Long Stays Only
House
Key West, FL, USA
0.7k from Midtown center

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

2 Bedrooms4 Guests
10.0

Exceptional

1 reviews

$278
Average price / night
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Casa del Sol
Casa del Sol
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Microwave, No Smoking

6 Bedrooms12 Guests
New to Booking
$337
Average price / night
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Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly
Aruba - Downtown Waterfront 2x2 Dock & Pool Pet-Friendly
House
Key West, FL, USA
0.7k from Midtown center

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

2 Bedrooms8 Guests
9.5

Superb

12 reviews

$610
Average price / night
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Island Time Escape - Charming Family Retreat
Island Time Escape - Charming Family Retreat
House
Key West, FL, 33040, United States
0.2k from Midtown center

AC, Barbecue, Dryer, Free Parking, Internet, Kitchen, Living Area, Microwave, No Smoking

3 Bedrooms6 Guests
New to Booking
$376
Average price / night
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Abaco - Large waterfront 2x2 end unit with boat slip
Abaco - Large waterfront 2x2 end unit with boat slip
House
Key West, FL, USA
0.7k from Midtown center

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

2 Bedrooms8 Guests
8.7

Fabulous

4 reviews

$572
Average price / night
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Villa Paradiso: A unique mid-town paradise
Villa Paradiso: A unique mid-town paradise
House
Key West, FL, 33040, United States
0.2k from Midtown center

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

3 Bedrooms6 Guests
9.8

Exceptional

177 reviews

$1166
Average price / night
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Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock
Curacao - Large 2x2 Waterfront Condo Great View Pool & Dock
House
Key West, FL, USA
0.7k from Midtown center

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

2 Bedrooms8 Guests
9.4

Superb

6 reviews

$610
Average price / night
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SOUTHERNMOST SWIM AND SOCIAL CLUB
SOUTHERNMOST SWIM AND SOCIAL CLUB
House
Key West, FL, 33040, United States
0.2k from Midtown center

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

3 Bedrooms6 Guests
10.0

Exceptional

5 reviews

$720
Average price / night
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Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo
Eleuthera - 2x2 Fully Updated Old Town Waterfront Corner Condo
House
Key West, FL, USA
0.7k from Midtown center

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

2 Bedrooms8 Guests
9.0

Fabulous

16 reviews

$610
Average price / night
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BANYAN ROSE ~ Renovated 4 Bedroom, 2 Bathroom Midtown Home w/ Pool!
BANYAN ROSE ~ Renovated 4 Bedroom, 2 Bathroom Midtown Home w/ Pool!
House
Key West, FL, 33040, United States
0.3k from Midtown center

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

4 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$490
Average price / night
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Florida - Spacious Updated Waterfront Condo 2x2 Pool Dock
Florida - Spacious Updated Waterfront Condo 2x2 Pool Dock
House
Key West, FL, USA
0.7k from Midtown center

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

2 Bedrooms8 Guests
9.0

Fabulous

2 reviews

$643
Average price / night
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SATISFY MY SOUL ~ 3 BR, 3.5 Ba Newly Renovated Mid Town Home w/ Pool!
SATISFY MY SOUL ~ 3 BR, 3.5 Ba Newly Renovated Mid Town Home w/ Pool!
House
Key West, FL, 33040, United States
0.3k from Midtown center

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

3 Bedrooms6 Guests
10.0

Exceptional

1 reviews

$636
Average price / night
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**SUNFLOWER MELODIES @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
**SUNFLOWER MELODIES @ MIDTOWN** Modern Private Home & Pool + LAST KEY SERVICES…
House
Key West, FL, 33040, United States
0.3k from Midtown center

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

3 Bedrooms6 Guests
New to Booking
$704
Average price / night
Check Availability
Turtle's Nest, 3 BR+3BA, dog friendly, Conch Cottage in Midtown Key West
Turtle's Nest, 3 BR+3BA, dog friendly, Conch Cottage in Midtown Key West
House
Key West, FL, 33040, United States
0.3k from Midtown center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms9 Guests
10.0

Exceptional

4 reviews

$370
Average price / night
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South Street Cottage: Bright & Sunny with Pool, Patio & Hot Tub
South Street Cottage: Bright & Sunny with Pool, Patio & Hot Tub
House
Key West, FL, 33040, United States
0.3k from Midtown center

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

2 Bedrooms4 Guests
9.8

Exceptional

30 reviews

$266
Average price / night
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**LARGE PRIVATE HEATED POOL and PATIO**1/3 Mile from Beach
**LARGE PRIVATE HEATED POOL and PATIO**1/3 Mile from Beach
House
Key West, FL, 33040, United States
0.3k from Midtown center

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

2 Bedrooms8 Guests
10.0

Exceptional

19 reviews

$143
Average price / night
Check Availability
Gorgeous beach bungalow just steps from the beach!
Gorgeous beach bungalow just steps from the beach!
House
Key West, FL, 33040, United States
0.3k from Midtown center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

3 Bedrooms6 Guests
10.0

Exceptional

7 reviews

$223
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 Midtown.

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Midtown Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 777 verified pet-friendly rentals in Midtown. 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 Midtown vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $143 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Midtown 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 Midtown 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 Midtown may include amenities such as Pet Friendly, View, and Pool. 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.