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

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266 Best Pet-Friendly Rentals in Summerland Key (Starting from $156)

Turtle Cove Views by Last Key Realty
Turtle Cove Views by Last Key Realty
House
Cudjoe Key, FL, USA
2.5k from Summerland Key center

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

2 Bedrooms6 Guests
7.0

Good

1 reviews

$513
Average price / night
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Relax at the flying hogfish
Relax at the flying hogfish
House
Summerland Key, FL, 33042, United States
0.2k from Summerland Key center

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

3 Bedrooms6 Guests
9.6

Exceptional

14 reviews

$232
Average price / night
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Tidewater Views by Last Key Realty
Tidewater Views by Last Key Realty
House
Cudjoe Key, FL, USA
2.5k from Summerland Key center

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

2 Bedrooms6 Guests
New to Booking
$424
Average price / night
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  Summerland Airport Hangar Home with Pool, Private Runway and deep wide Canal
Summerland Airport Hangar Home with Pool, Private Runway and deep wide Canal
House
Summerland Key, FL, 33042, United States
0.4k from Summerland Key center

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

2 Bedrooms6 Guests
New to Booking
$359
Average price / night
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Dolphin Daydreams by Last Key Realty
Dolphin Daydreams by Last Key Realty
House
Cudjoe Key, FL, USA
2.7k from Summerland Key center

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

1 Bedroom4 Guests
New to Booking
$351
Average price / night
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Sunset Serenity – 3BR Open Water Oasis On Summerland Key Boat Dockage, Stunning Views & Pet Friendly
Sunset Serenity – 3BR Open Water Oasis On Summerland Key Boat Dockage, Stunning Views & Pet Friendly
House
Summerland Key, FL, 33042, United States
0.6k from Summerland Key center

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

3 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$441
Average price / night
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Tree Top Paradise
Tree Top Paradise
House
Cudjoe Key, FL, USA
2.9k from Summerland Key center

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

2 Bedrooms6 Guests
8.8

Fabulous

30 reviews

$189
Average price / night
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Mariners Cove - The Kraken House
Mariners Cove - The Kraken House
House
Summerland Key, FL, 33042, United States
0.6k from Summerland Key center

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

5 Bedrooms10 Guests
9.8

Exceptional

9 reviews

$698
Average price / night
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Hawkins Lookout
Hawkins Lookout
House
Cudjoe Key, FL, USA
3.1k from Summerland Key center

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

3 Bedrooms6 Guests
New to Booking
$304
Average price / night
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Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
Lake It Easy: Relax in This Beautiful 3BR Canal Front Home on Summerland Key, Dockage & Dog-Friendly
House
Summerland Key, FL, 33042, United States
0.6k from Summerland Key center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
8.0

Good

1 reviews

$374
Average price / night
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Red Grouper Getaway
Red Grouper Getaway
House
Cudjoe Key, FL, USA
3.2k from Summerland Key center

Laundry, Parking, Internet, Balcony/Terrace, Air Conditioner, Pet Friendly, Child Friendly

3 Bedrooms8 Guests
New to Booking
$311
Average price / night
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Kelly's Kabin - Adorable Private Summerland Key Cottage
Kelly's Kabin - Adorable Private Summerland Key Cottage
House
Summerland Key, FL, 33042, United States
0.6k from Summerland Key center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Internet, Kitchen, Laundry, Living Area

3 Bedrooms5 Guests
9.8

Exceptional

123 reviews

$531
Average price / night
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Ocean View with Pool, 4 bedroom Vila Near Key West
Ocean View with Pool, 4 bedroom Vila Near Key West
Villa
Cudjoe Key, FL, USA
5.3k from Summerland Key center

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

4 Bedrooms10 Guests
10.0

Exceptional

3 reviews

$810
Average price / night
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Views Views!  Direct Oceanfront, Beautiful Inside!
Views Views! Direct Oceanfront, Beautiful Inside!
House
Summerland Key, FL, 33042, United States
0.7k from Summerland Key center

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

2 Bedrooms4 Guests
10.0

Exceptional

13 reviews

$355
Average price / night
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Luxury OceanView Friendly Villa Near Key West
Luxury OceanView Friendly Villa Near Key West
Villa
Summerland Key, Florida, USA
5.5k from Summerland Key center

Pool, Parking, Laundry, Hot Tub, Balcony/Terrace, Pet Friendly, Kitchen

4 Bedrooms10 Guests
1.0

Review score

1 reviews

$804
Average price / night
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Canal Front  (Deep Water)  Tropical Villa
Canal Front (Deep Water) Tropical Villa
House
Summerland Key, FL, 33042, United States
0.7k from Summerland Key center

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

2 Bedrooms8 Guests
10.0

Exceptional

32 reviews

$303
Average price / night
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Tranquility in Paradise - Cudjoe
Tranquility in Paradise - Cudjoe
House
Summerland Key, FL, USA
5.7k from Summerland Key center

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

3 Bedrooms8 Guests
New to Booking
$156
Average price / night
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Mad Mahi Canal with pool.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
Mad Mahi Canal with pool.<br>This is a pet friendly home. A pet fee and approval of your pet is required.
House
Summerland Key, FL, 33042, United States
0.7k from Summerland Key center

AC, Barbecue, Free Parking, Internet, Kitchen, Laundry, No Smoking, Pool, TV

4 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$514
Average price / night
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Salty Air Retreat
Salty Air Retreat
House
Little Torch Key, FL, USA
6.2k from Summerland Key center

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

3 Bedrooms8 Guests
New to Booking
$656
Average price / night
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 Starfish Cottage - Sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
Starfish Cottage - Sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
Cottage
Summerland Key, FL, 33042, United States
0.8k from Summerland Key center

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

1 Bedroom4 Guests
9.8

Exceptional

60 reviews

$243
Average price / night
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Ocean Breeze House - Sleeps 8 - ESCAPE THE COLD; OUR POOL IS HEATED!
Ocean Breeze House - Sleeps 8 - ESCAPE THE COLD; OUR POOL IS HEATED!
Cottage
Summerland Key, FL, 33042, United States
0.8k from Summerland Key center

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

2 Bedrooms8 Guests
9.4

Superb

31 reviews

$430
Average price / night
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Sea Glass House of Summerland Key!\nPool, 70 feet of Seawall, deep water canal!
Sea Glass House of Summerland Key!\nPool, 70 feet of Seawall, deep water canal!
House
Summerland Key, FL, 33042, United States
1.0k from Summerland Key center

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

3 Bedrooms9 Guests
10.0

Exceptional

1 reviews

$476
Average price / night
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Fishermans Paradise@The Pointe on Summerland Key 2Bed/2Bath, Pool, 120' of Dock
Fishermans Paradise@The Pointe on Summerland Key 2Bed/2Bath, Pool, 120' of Dock
House
Summerland Key, FL, 33042, United States
1.0k from Summerland Key center

AC, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Internet, Laundry, Microwave

2 Bedrooms4 Guests
New to Booking
$442
Average price / night
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Reel Caribbean Getaway
Reel Caribbean Getaway
House
Summerland Key, FL, 33042, United States
1.0k from Summerland Key center

AC, Balcony, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave

5 Bedrooms10 Guests
10.0

Exceptional

1 reviews

$530
Average price / night
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REEL ESCAPE - 4 Bedroom / 2 Bathroom w/ Pool, Boat Dock & Sleeps 8!
REEL ESCAPE - 4 Bedroom / 2 Bathroom w/ Pool, Boat Dock & Sleeps 8!
House
Summerland Key, FL, 33042, United States
1.1k from Summerland Key center

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

4 Bedrooms8 Guests
9.8

Exceptional

6 reviews

$544
Average price / night
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PALM COTTAGE - Sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
PALM COTTAGE - Sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
Cottage
Summerland Key, FL, 33042, United States
1.1k from Summerland Key center

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

1 Bedroom4 Guests
9.8

Exceptional

53 reviews

$267
Average price / night
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FLAMINGO COTTAGE sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
FLAMINGO COTTAGE sleeps 4 - ESCAPE THE COLD; OUR POOL IS HEATED!
Cottage
Summerland Key, FL, 33042, United States
1.1k from Summerland Key center

AC, Dryer, Free Parking, Internet, Kitchen, Laundry, Living Area, Microwave, Outdoor Grill

1 Bedroom4 Guests
9.8

Exceptional

47 reviews

$242
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 Summerland Key.

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Summerland Key Pet-Friendly Rentals on the Map

Frequently Asked Questions

You can explore 266 verified pet-friendly rentals in Summerland Key. 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 Summerland Key vary by property and may include a nightly charge or a one-time fee. Rates for pet-friendly rentals typically start from around $156 per night, with additional fees depending on the host’s policy.

Some pet-friendly rentals in Summerland Key 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 Summerland Key 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 Summerland Key may include amenities such as Pet Friendly, Laundry, and Balcony/Terrace. 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.