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Dog Friendly Vacation Rentals in Key West - FlipKey

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34 pet friendly house rentals in Key West

Conch Haven Old Town 1/1 MONTHLY Rental

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$80

Key West Island Vacation

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$542

Southard Square Hideaway

Key West condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$89

Welcome Aboard! Relax, unwind, enjoy the water! in key west

Key West yacht

4 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$322

First Breath

Key West house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$99

Key West Gulf front Home with private dock and pool.

Key West house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Pets allowed

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Price per night from

$323

Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes

Key West townhouse

2 bedrooms / 1 bathroom / sleeps 6

Match: Pets allowed

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Price per night from

$517

Coconut Cottage

Key West house

1 bedroom / 2 bathrooms / sleeps 2

Match: Pets allowed

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Price per night from

$76

New Listing Family Friendly

Key West townhouse

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 52 minutes

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Price per night from

$367

Ibis

Key West house

1 bedroom / 1 bathroom / sleeps 2

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Price per night from

$74

Old Town Eyebrow:Luxurious/Private Home

Key West house

3 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$555

tropical Casita

Key West house

1 bedroom / 2 bathrooms / sleeps 2

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Price per night from

$106

Key Lime Pie

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

“Loved Off Season Key West” Spent a month in this very secluded house within walking distance of everything, including the marina, Duval Street and my favorite Watering Hole, Finnegan's Irish Wake pub. Renting in October, the off season, meant I got to experience an uncrowded Key West. And best of all, at the end of the month, to experience Fantasy Fest in its entirety. What a rush. House was wonderful. Had it all including a hot tub. Private parking, a real plus in Key West. Plan to do it again.

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Price per night from

$86

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Key West apartment

1 bedroom / 1 bathroom / sleeps 4

“Wonderful Experience” Beautiful decor! Perfect location - just off the beaten path but out of the hustle and bustle. Convenient to everything we wanted to do! I whole heartedly recommend this condo for a couple. Also would work nicely for three people. Might be a bit tight for four adults, but it was perfect for my husband and me.

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Price per night from

$230

Perfect Pineapple

Key West house

2 bedrooms / 1 bathroom / sleeps 4

“Kudos to Owner” The owners updated many things such as new bathroom tile, area rugs, washer and dryer area as well as painting. Still needed are more dinner and salad plates as it is necessary to run the dishwasher almost every day. The timer system for the garden lights needs to be repaired. Guests came to visit and it was very crowded with 4 people even with two bedrooms. This is a perfect place for a couple. The big negative is the Iguana's who wander from the cemetery area . A 3 1/2 foot Iguana can scare the heck out of you.

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Price per night from

$99

Amelia Home

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

“Perfect” We loved this house! It was the perfect little getaway. It was in a great location, very convenient to everything. The house was beautiful with very nice decorating inside to the beautiful lush garden outside. If we visit Key West again, I’d stay here without hesitation. I highly recommend!.

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Price per night from

$321

Rosalie's House

Key West house

3 bedrooms / 2 bathrooms / sleeps 8

Match: Pets allowed

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Price per night from

$99

Tropical Dreaming

Key West house

2 bedrooms / 2 bathrooms / sleeps 6

“Oasis in busy Key West” We have stayed at Tropical Dreaming several years in a row. It is a lovely setting a couple of blocks off Duval so it is its own oasis.

Match: Pets allowed

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Price per night from

$321

Seaside Condo 2 pools JANUARY SPECIAL

Key West condo

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 1 hour 48 minutes

Match: Pets allowed

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Price per night from

$99

OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D

Key West apartment

2 bedrooms / 1 bathroom / sleeps 4

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Price per night from

$161

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Price per night from

$125

Private, heated pool. Private yard.

Key West condo

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$124

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Price per night from

$258

Here Tomorrow

Key West house

3 bedrooms / 2 bathrooms / sleeps 6

“Exceeded our expectations” We loved this house! Super location - just one block off Duval - and also near to the beach; we went to the Southernmost beach a lot. We thought that the house is bigger then it looks in the photographs. We were expecting a small little conch cottage whereas we got a nice size 3 storey house. The bedrooms in particular were very roomy and of course the main bathroom with the jacuzzi bath, the doublesize waterfall shower (with sit down area) and double vanity area was fabulous. It had all the expected amenities and we made particular good use of the ice machine for cocktails by the pool :-) Decor is modern. Very nice bed linen and lots of towels were provided. The pool area was a little small (but no smaller then we expected from the photographs). Was not great for sunbathing as the sun only hits in one spot but as I mentioned earlier we went to the beach a lot. All in all a great house. Also must mention the good service from At Home in Key West when booking. I found the Live Chat service really useful. We had no need to contact them during our stay (no issues with house etc) so cannot comment on service during our stay. Eating: We ate at out the majority of the time and aside from the fish we caught (we went fishing with Captain John's Greyhound V) we never cooked at home. Our favourite place is A&B lobster house/Alonzos, Santiagos Bodega and Firefly. Shopping: Coach and Banana Republic on Duval are probably the only two good stores - only you are looking for tee-shirts!!!! Red Gallery near Flagler Station museum is good for quirky gifts. Recommendations things to do: Custom House Museum Lighthouse tour Little White House Hemingway House Fishing with Captain John's Greyhound V is always good

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Price per night from

$132

The Tree House Old Town 2 Bedroom MONTHLY Rental

Key West house

2 bedrooms / 1 bathroom / sleeps 7

“Wonderful” Close to everything! Furnishings just the best. We stayed upstairs in the 2 bedroom 1 large bath. Great wrap around porch up stairs and down. Our key Westies were welcomed which was a plus for us! Overall Stephanie has done a great job and her sister was really helpful. Planning on returning!!!!

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Price per night from

$100

key west tree house

Key West apartment

1 bedroom / 1 bathroom / sleeps 3

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Price per night from

$191

Eleanor's Place in Key West Old Town - Dogs Ok

Key West house

2 bedrooms / 2 bathrooms / sleeps 4

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Price per night from

$149

Great rentals within 20 miles that match your search

A Little Slice Of Paradise

Stock Island house

2 bedrooms / 1 bathroom / sleeps 5

Match: Pets allowed

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Price per night from

$72

Bay Pointe

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

Match: Pets allowed

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Price per night from

$159

Tranquility in Paradise - Sugarloaf

Sugarloaf Key house

5 bedrooms / 3 bathrooms / sleeps 10

Match: Pets allowed

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Price per night from

$383

Oceanside, pet friendly, 5/3 smart home with paddle equip.-SUPs, kayaks & canoe

Sugarloaf house

5 bedrooms / 3 bathrooms / sleeps 8

Match: Pets allowed

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Price per night from

$286

Florida Keys at it's best

Sugarloaf house

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 28 minutes

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Price per night from

$171

Coconut Mallory #411, Key West Convenience + Resort Amenities, Pools, Hot Tub, D

Stock Island condo

1 bedroom / 1 bathroom / sleeps 4

Match: Pets allowed

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Price per night from

$174

Coconut Mallory #412, Resort Amenities, Pools, Hot Tub, Dockage, Pub and Key Wes

Stock Island condo

1 bedroom / 1 bathroom / sleeps 4

Match: Pets allowed

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Price per night from

$174

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