Pet Friendly Vacation Rentals in Summerland Key

(16 rentals)
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Summerland Key House
3 BR | 2 BA | Sleeps 7 | Quick View
Sleeps 7, 3 Bedrooms, 2 Bathrooms

$379

avg/night

$379
avg per night
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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Location Location Location! Welcome to our very special community Summerland Key. Summerland Key is one of the best fishing locations as well as being 25 minutes to the heart of Key West and 20 minutes to Marathon. Summerland is a quaint community of walkers, bicyclists and water enthusiasts… With ...

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Summerland Key House

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Summerland Key House | On the beach
6 BR | 4 BA | Sleeps 14 | Quick View
Sleeps 14, 6 Bedrooms, 4 Bathrooms

$658

avg/night

$658
avg per night
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Key Amenities

  • Air conditioning
  • Beachfront
  • Kid friendly
  • Kitchen
  • Oceanfront
  • Pet friendly
  • Pool
  • Private pool

About this property

Beautiful Ocean Front Home with six bedroom/Four bath. New memory foam mattresses in King and Queen rooms. Enjoy the heated pool, dock and beach. Located on Cudjoe Bay with panoramic view of the Atlantic and deep water swimming. Kayaks are provided for your enjoyment. There is a huge screened in porch ...

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Summerland Key House

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Summerland Key House
5 BR | 3 BA | Sleeps 10 | Quick View
Sleeps 10, 5 Bedrooms, 3 Bathrooms

$254

avg/night

$254
avg per night
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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Welcome to Palm Mansion! This large family home with 5 bedrooms and 3 full baths is located on a wide, deep canal suited for large boats and there is tons of dock space for all your water toys! There is plenty of parking as well, enough for trailers and RV's. The pool is private and very large....kids ...

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Summerland Key House

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Summerland Key Villa
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 2 Bathrooms
1 review

$184

avg/night

$184
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Welcome to Margarita Villa! Located in Jolly Roger Estates on Little Torch Key, where you’ll find some of the best deep water boating in the Lower Keys!Decorated in fine island-style this private home is definitely a 5-star proprety. Tile floors, open and airy kitchen, living and dining area ...

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Property Type

Summerland Key Villa

Featured review

"Nice home, greatl canal good to work !"

Not my first time with action keys, always had good result with everyone at this company! Wish they would rework there utilities policy , it’s hard enough to pay rent for a month.

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Summerland Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms

$178

avg/night

$178
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Florida Keys Vacation Rentals – This Summerland Key vacation home is situated on a private, fully fenced lot, with a tastefully decorated interior with great features such as hardwood floors and a beautifully well-equipped, custom kitchen. Spacious living and dining rooms provide ideal entertaining ...

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Summerland Key House

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Summerland Key House
3 BR | 3 BA | Sleeps 8 | Quick View
Sleeps 8, 3 Bedrooms, 3 Bathrooms
3 reviews

$229

avg/night

$229
avg per night
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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Private pool

About this property

Keys Life Come on down to “Keys Life” and enjoy a great Florida Keys vacation. Located in one of the best deep-water boating areas. The crystal blue canals and superb deep-water boating will make your fishing days a dream. Great outside entertaining areas with a perfect pool to splash around ...

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Property Type

Summerland Key House

Featured review

"Keys life"

Enjoyed our stay at Keys Life. The home was beautiful. The weather was quite windy so we weren’t able to get out as much as we wanted in our boat but we were able to get some nice lobster! It was nice ...

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Summerland Key House
2 BR | 1 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 1 Bathroom

$114

avg/night

$114
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Kick back and relax in this Island vacation home. Or, enjoy the spacious deck located off the kitchen area, and take in the warm tropical breezes, canal and spectacular sunset skies. Fish from the dock or take advantage of the convenient boating access and cruise out to Looe Key, site of some of the best ...

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Summerland Key House

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Summerland Key House
3 BR | 3 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 3 Bathrooms

$317

avg/night

$317
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Luxury waterfront accommodations await for the whole group. This stately home has all the best of everything. The large great room has lots of seating. 42″ Sony flat-screen, hi-def TV with surround sound makes you feel like you are right in the middle of the action. Kitchen is a chef’s delight ...

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Summerland Key House

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Summerland Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms

$191

avg/night

$191
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Serenity found in the Florida Keys! This home is situated on a beautiful canal in the Jolly Roger Estates of Little Torch Key. There is plenty of room for your boat with access to the best boating, fishing, diving, and snorkeling in the lower Keys.The exterior of this home boasts a large concrete ...

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Summerland Key House

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Summerland Key House
2 BR | 1 BA | Sleeps 5 | Quick View
Sleeps 5, 2 Bedrooms, 1 Bathroom

$154

avg/night

$154
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Sun Kissed you’ll be during your stay at this wonderful home on Ramrod Key!This newly remodeled, tastefully decorated home offers both comfort and style for sun worshippers and fishermen alike. The two bedrooms and two baths have all new comfortable beds, bedding and linens. The living room ...

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Summerland Key House

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Summerland Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 2 Bathrooms

$372

avg/night

$372
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

It will be love at first sight when you arrive at Sailfish Manor on Summerland Key.You will be greeted by a large southern style veranda complete with 4 rocking chairs. The double French doors lead to the expansive living area and up style chef’s kitchen. Granite counter tops, gas range and ...

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Summerland Key House

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Summerland Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms

$256

avg/night

$256
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Pet friendly

About this property

This lovely 2 bedroom, 2 bathroom home, situated at the end of Bay Drive on both open water AND a corner canal, is the best the Lower Keys has to offer.This newly remodeled interior has a well-equipped gourmet kitchen that will be a pleasure to create those memorable family meals. The bedrooms are ...

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Summerland Key House

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Summerland Key House
2 BR | 2 BA | Sleeps 4 | Quick View
Sleeps 4, 2 Bedrooms, 2 Bathrooms

$181

avg/night

$181
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

On vacation but right at home in this newly remodeled two-bedroom, two-bathroom canal front home! Your boat will also feel at home on the 30’ dock. Relax on the open porch overlooking the canal or in your spacious, bright and airy living room.Cook your catch of the day on the charcoal grill ...

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Summerland Key House

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Summerland Key House
4 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 4 Bedrooms, 2 Bathrooms

$417

avg/night

$417
avg per night
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Key Amenities

  • Air conditioning
  • Kitchen
  • Pet friendly

About this property

Looking for that perfect Florida Keys Get Away? You found it here!Located on prestigious Summerland Key with some of the best deep-water boating, diving and fishing in the Lower Keys. Super easy access to superior fishing spots.This upscale home is complete with 4 bedrooms and 2 baths. Beautifully ...

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Summerland Key House

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Summerland Key House
3 BR | 2 BA | Sleeps 6 | Quick View
Sleeps 6, 3 Bedrooms, 2 Bathrooms

$283

avg/night

$283
avg per night
View Details

Key Amenities

  • Air conditioning
  • Kitchen
  • Oceanfront
  • Pet friendly

About this property

Casa Turquesa is the jewel of Summerland Key. Located directly on the beautiful crystal blue keys waters with deep water boat access for the avid angler and plenty of dockage for all the water toys.This stylish home is outfitted in Florida tropical style with cool and comfortable leather in the living ...

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Summerland Key House

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Summerland Key House
3 BR | 2 BA | Sleeps 8 | Quick View
Sleeps 8, 3 Bedrooms, 2 Bathrooms

Distance to beach: 15 miles to Bahia Honda

Inquire for rates

Inquire for rates

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Key Amenities

  • Air conditioning
  • Kid friendly
  • Kitchen
  • Pet friendly
  • Rentals by owner

About this property

Thank you for checking out the Key Lime Cottage! Your Florida Keys dream vacation destination!!! This newly renovated classic Keys Conch Home will not disappoint! Swimming, diving, fishing and boating along with easy access to all of Summerland key amenities. Set up with paddle boards, a large raft float, ...

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Summerland Key House

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Summerland Key Vacation Rentals