Vacation rentals in Shark Key, FL

109 available vacation rental offers

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Best vacation rentals and Airbnb offers in Shark Key, FL

Sugarloaf Key RV Resort & Cottages - Shark Key, FL

Sugarloaf Key RV Resort & Cottages

Holiday Home, Shark Key

Sugarloaf Key RV Resort & Cottages is a holiday home in Shark Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages is a holiday home in Shark Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,210.

From$139/night
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Sugarloaf Key RV Resort & Cottages - Shark Key, FL

Sugarloaf Key RV Resort & Cottages

Holiday Home, Shark Key

Sugarloaf Key RV Resort & Cottages is a holiday home in Shark Key, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Sugarloaf Key RV Resort & Cottages

Sugarloaf Key RV Resort & Cottages is a holiday home in Shark Key, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,199.

From$171/night
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Coconut Mallory Resort And Marina By Kees Vacations - Shark Key, FL

Coconut Mallory Resort And Marina By Kees Vacations

Condo, Shark Key

Coconut Mallory Resort And Marina By Kees Vacations is a condo in Shark Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations is a condo in Shark Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,860.

From$217/night
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Sunrise Suites Saint Croix Suite #212 - Shark Key, FL

Sunrise Suites Saint Croix Suite #212

Apartment, Shark Key

Sunrise Suites Saint Croix Suite #212 is a apartment in Shark Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Sunrise Suites Saint Croix Suite #212

Sunrise Suites Saint Croix Suite #212 is a apartment in Shark Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,295.

From$236/night
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Vacation rentals with a pool in Shark Key, FL

Add a pool to the search when you want an easy place to cool off between outings.

Key West - Stock Island - Shark Key, FL

Key West - Stock Island

Holiday Home, Shark Key

Key West - Stock Island is a holiday home in Shark Key, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Key West - Stock Island

Key West - Stock Island is a holiday home in Shark Key, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,083.

From$298/night
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**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES… - Shark Key, FL

**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…

Condo, Shark Key

**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES… is a condo in Shark Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About **SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES…

**SET SAIL @ COCONUT MALLORY** Condo + LAST KEY SERVICES… is a condo in Shark Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,107.

From$301/night
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**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES… - Shark Key, FL

**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…

Holiday Home, Shark Key

**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES… is a holiday home in Shark Key, with pool access. This stay gives travelers a comfortable base for exploring the…

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About **DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…

**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES… is a holiday home in Shark Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,129.

From$304/night
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Grand Marina Suite -Waterfront Condo - Shark Key, FL

Grand Marina Suite -Waterfront Condo

Holiday Home, Shark Key

Grand Marina Suite -Waterfront Condo is a holiday home in Shark Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Grand Marina Suite -Waterfront Condo

Grand Marina Suite -Waterfront Condo is a holiday home in Shark Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,715.

From$316/night
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Vacation rentals with parking in Shark Key, FL

Find vacation rentals that make arriving by car easier.

Resort condo with pool & hot tub, private parking - Shark Key, FL

Resort condo with pool & hot tub, private parking

Condo, Shark Key

Resort condo with pool & hot tub, private parking is a condo in Shark Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Resort condo with pool & hot tub, private parking

Resort condo with pool & hot tub, private parking is a condo in Shark Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,163.

From$309/night
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Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony - Shark Key, FL

Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony

Apartment, Shark Key

Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony is a apartment in Shark Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a…

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About Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony

Sunrise 103-2BR/2BA condo near beaches with pool, parking, balcony is a apartment in Shark Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,216.

From$317/night
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Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony - Shark Key, FL

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony

Condo, Shark Key

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony is a condo in Shark Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable…

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About Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony

Sunrise 307-2BR/2BA condo near beaches with pool, parking, balcony is a condo in Shark Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,216.

From$317/night
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Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony - Shark Key, FL

Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony

Condo, Shark Key

Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony is a condo in Shark Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable…

Read more

About Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony

Sunrise 308-2BR/2BA condo near beaches with pool, parking, balcony is a condo in Shark Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,216.

From$317/night
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Pet-friendly vacation rentals in Shark Key, FL

Bring your pet along with stays that welcome four-legged travelers.

Quaint cottage, pool, dockage just minutes to Key West! - Shark Key, FL

Quaint cottage, pool, dockage just minutes to Key West!

Cottage, Shark Key

Quaint cottage, pool, dockage just minutes to Key West! is a cottage in Shark Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Quaint cottage, pool, dockage just minutes to Key West!

Quaint cottage, pool, dockage just minutes to Key West! is a cottage in Shark Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,660.

From$237/night
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The Andros | Incredible Views w/ Shared Pool - Shark Key, FL

The Andros | Incredible Views w/ Shared Pool

Condo, Shark Key

The Andros · Incredible Views w/ Shared Pool is a condo in Shark Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About The Andros | Incredible Views w/ Shared Pool

The Andros · Incredible Views w/ Shared Pool is a condo in Shark Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,869.

From$267/night
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The Saint Kitts Suite | Breathtaking View, Heated Pool - Shark Key, FL

The Saint Kitts Suite | Breathtaking View, Heated Pool

Condo, Shark Key

The Saint Kitts Suite · Breathtaking View, Heated Pool is a condo in Shark Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About The Saint Kitts Suite | Breathtaking View, Heated Pool

The Saint Kitts Suite · Breathtaking View, Heated Pool is a condo in Shark Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,947.

From$278/night
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The Butterfly Nest | Newly Updated w/ Shared Pool - Shark Key, FL

The Butterfly Nest | Newly Updated w/ Shared Pool

Condo, Shark Key

The Butterfly Nest · Newly Updated w/ Shared Pool is a condo in Shark Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About The Butterfly Nest | Newly Updated w/ Shared Pool

The Butterfly Nest · Newly Updated w/ Shared Pool is a condo in Shark Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,949.

From$278/night
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Vacation rentals with a kitchen in Shark Key, FL

Compare stays with kitchen access for longer trips and easier meals.

The Saint Martin Suite | Delightfully Updated Beach Vibes! - Shark Key, FL

The Saint Martin Suite | Delightfully Updated Beach Vibes!

Condo, Shark Key

The Saint Martin Suite · Delightfully Updated Beach Vibes! is a condo in Shark Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable…

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About The Saint Martin Suite | Delightfully Updated Beach Vibes!

The Saint Martin Suite · Delightfully Updated Beach Vibes! is a condo in Shark Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,955.

From$279/night
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Stay at SUNRISE SUITES 203! - Shark Key, FL

Stay at SUNRISE SUITES 203!

Condo, Shark Key

Stay at SUNRISE SUITES 203! is a condo in Shark Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Stay at SUNRISE SUITES 203!

Stay at SUNRISE SUITES 203! is a condo in Shark Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,189.

From$313/night
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Resort suite with pool, hot tub, tennis & full kitchen - Shark Key, FL

Resort suite with pool, hot tub, tennis & full kitchen

Condo, Shark Key

Resort suite with pool, hot tub, tennis & full kitchen is a condo in Shark Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Resort suite with pool, hot tub, tennis & full kitchen

Resort suite with pool, hot tub, tennis & full kitchen is a condo in Shark Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,193.

From$313/night
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Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath - Shark Key, FL

Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath

Holiday Home, Shark Key

Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath is a holiday home in Shark Key, with pool access and kitchen access. This stay gives travelers a comfortable…

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About Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath

Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath is a holiday home in Shark Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,366.

From$338/night
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Family-friendly vacation rentals in Shark Key, FL

Plan a trip with stays that give families more room to spread out.

Cottage with swimming pool and dockage, just minutes to Key West! - Shark Key, FL

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage, Shark Key

Cottage with swimming pool and dockage, just minutes to Key West! is a cottage in Shark Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West! is a cottage in Shark Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,394.

From$199/night
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Private Oceanfront Cottage with dockage, pool just minutes to Key West! - Shark Key, FL

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Cottage, Shark Key

Private Oceanfront Cottage with dockage, pool just minutes to Key West! is a cottage in Shark Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a…

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About Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West! is a cottage in Shark Key, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,460.

From$209/night
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Cottage with Pool and Boat Dockage just minutes to Key West! - Shark Key, FL

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage, Shark Key

Cottage with Pool and Boat Dockage just minutes to Key West! is a cottage in Shark Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable…

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About Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West! is a cottage in Shark Key, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,473.

From$210/night
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Cottage with Pool and Dockage, just minutes to Key West - Shark Key, FL

Cottage with Pool and Dockage, just minutes to Key West

Cottage, Shark Key

Cottage with Pool and Dockage, just minutes to Key West is a cottage in Shark Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

Read more

About Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West is a cottage in Shark Key, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,501.

From$214/night
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