Vacation rentals in Sand Key, FL

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Sand Key, FL

Walk to North Beach! - Sand Key, FL

Walk to North Beach!

Apartment, Sand Key

Walk to North Beach! is a apartment in Sand Key, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Walk to North Beach!

Walk to North Beach! is a apartment in Sand 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: pet friendly, pets friendly, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $840.

From$120/night
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3 min to beach ~ pool ~ free parking ~ - Sand Key, FL

3 min to beach ~ pool ~ free parking ~

Apartment, Sand Key

3 min to beach ~ pool ~ free parking ~ is a apartment in Sand Key, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About 3 min to beach ~ pool ~ free parking ~

3 min to beach ~ pool ~ free parking ~ is a apartment in Sand Key, with pool access, easy beach 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, ac, air conditioning, internet, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $937.

From$134/night
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Walk to the beach | Sleeps 6 - Sand Key, FL

Walk to the beach | Sleeps 6

Apartment, Sand Key

Walk to the beach · Sleeps 6 is a apartment in Sand Key, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Walk to the beach | Sleeps 6

Walk to the beach · Sleeps 6 is a apartment in Sand Key, with pet-friendly space, easy beach 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: pet friendly, pets friendly, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,160.

From$166/night
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Here Comes The Sun ~ 3 Min To Beach - Sand Key, FL

Here Comes The Sun ~ 3 Min To Beach

Apartment, Sand Key

Here Comes The Sun ~ 3 Min To Beach is a apartment in Sand Key, with easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Here Comes The Sun ~ 3 Min To Beach

Here Comes The Sun ~ 3 Min To Beach is a apartment in Sand Key, with 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, ac, air conditioning, internet, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,246.

From$178/night
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Vacation rentals with a pool in Sand Key, FL

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

Crescent Beach Club I 12D - Sand Key, FL

Crescent Beach Club I 12D

Holiday Home, Sand Key

Crescent Beach Club I 12D is a holiday home in Sand Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Crescent Beach Club I 12D

Crescent Beach Club I 12D is a holiday home in Sand 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: free cancellation, pool, hot tub, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,836.

From$293/night
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🩱CBC 1-15C – Pool, hot tub, beach front, gym, pickleball! - Sand Key, FL

🩱CBC 1-15C – Pool, hot tub, beach front, gym, pickleball!

Condo, Sand Key

🩱CBC 1-15C – Pool, hot tub, beach front, gym, pickleball! is a condo in Sand Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About 🩱CBC 1-15C – Pool, hot tub, beach front, gym, pickleball!

🩱CBC 1-15C – Pool, hot tub, beach front, gym, pickleball! is a condo in Sand 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,062.

From$295/night
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Directly on the Beach! July Bogo! - Sand Key, FL

Directly on the Beach! July Bogo!

Condo, Sand Key

Directly on the Beach! July Bogo! is a condo in Sand Key, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Directly on the Beach! July Bogo!

Directly on the Beach! July Bogo! is a condo in Sand Key, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,065.

From$295/night
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Beachfront condo with great views balcony heated pool sauna and hot tub - Sand Key, FL

Beachfront condo with great views balcony heated pool sauna and hot tub

Condo, Sand Key

Beachfront condo with great views balcony heated pool sauna and hot tub is a condo in Sand Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a…

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About Beachfront condo with great views balcony heated pool sauna and hot tub

Beachfront condo with great views balcony heated pool sauna and hot tub is a condo in Sand 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: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,087.

From$298/night
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Vacation rentals with parking in Sand Key, FL

Find vacation rentals that make arriving by car easier.

Key West Style Apartment - with pool/hot-tub - Sand Key, FL

Key West Style Apartment - with pool/hot-tub

Apartment, Sand Key

Key West Style Apartment - with pool/hot-tub is a apartment in Sand Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Key West Style Apartment - with pool/hot-tub

Key West Style Apartment - with pool/hot-tub is a apartment in Sand 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: pool, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $800.

From$114/night
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Key West Style Apartment - with pool/hot-tub - Sand Key, FL

Key West Style Apartment - with pool/hot-tub

Apartment, Sand Key

Key West Style Apartment - with pool/hot-tub is a apartment in Sand Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Key West Style Apartment - with pool/hot-tub

Key West Style Apartment - with pool/hot-tub is a apartment in Sand 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, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $806.

From$115/night
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Spacious studio in Downtown Dunedin! Super Cute and Comfortable! - Sand Key, FL

Spacious studio in Downtown Dunedin! Super Cute and Comfortable!

Apartment, Sand Key

Spacious studio in Downtown Dunedin! Super Cute and Comfortable! is a apartment in Sand Key, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Spacious studio in Downtown Dunedin! Super Cute and Comfortable!

Spacious studio in Downtown Dunedin! Super Cute and Comfortable! is a apartment in Sand Key, with 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $979.

From$140/night
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New Listing Enjoy our Aqua Beach Suite 2 bedroom walk to BEACH - Sand Key, FL

New Listing Enjoy our Aqua Beach Suite 2 bedroom walk to BEACH

Apartment, Sand Key

New Listing Enjoy our Aqua Beach Suite 2 bedroom walk to BEACH is a apartment in Sand Key, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About New Listing Enjoy our Aqua Beach Suite 2 bedroom walk to BEACH

New Listing Enjoy our Aqua Beach Suite 2 bedroom walk to BEACH is a apartment in Sand Key, with easy beach 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: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,249.

From$178/night
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Pet-friendly vacation rentals in Sand Key, FL

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

Grand Paradise RV Camper near Clearwater, Indian Rocks - Sand Key, FL

Grand Paradise RV Camper near Clearwater, Indian Rocks

Apartment, Sand Key

Grand Paradise RV Camper near Clearwater, Indian Rocks is a apartment in Sand Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Grand Paradise RV Camper near Clearwater, Indian Rocks

Grand Paradise RV Camper near Clearwater, Indian Rocks is a apartment in Sand Key, with pet-friendly space 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $640.

From$91/night
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Modern Loft Downtown - Sand Key, FL

Modern Loft Downtown

Holiday Home, Sand Key

Modern Loft Downtown is a holiday home in Sand Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Modern Loft Downtown

Modern Loft Downtown is a holiday home in Sand Key, with pet-friendly space 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,109.

From$158/night
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Stay in Downtown Dunedin • Walk Everywhere - Sand Key, FL

Stay in Downtown Dunedin • Walk Everywhere

Cottage, Sand Key

Stay in Downtown Dunedin · Walk Everywhere is a cottage in Sand Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stay in Downtown Dunedin • Walk Everywhere

Stay in Downtown Dunedin · Walk Everywhere is a cottage in Sand Key, with pet-friendly space 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,215.

From$174/night
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Downtown Dunedin Cottage • Walk to Restaurants - Sand Key, FL

Downtown Dunedin Cottage • Walk to Restaurants

Cottage, Sand Key

Downtown Dunedin Cottage · Walk to Restaurants is a cottage in Sand Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Downtown Dunedin Cottage • Walk to Restaurants

Downtown Dunedin Cottage · Walk to Restaurants is a cottage in Sand Key, with pet-friendly space 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,239.

From$177/night
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Vacation rentals with a kitchen in Sand Key, FL

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

Downtown Dunedin Hideaway / Easy Walk to Downtown! - Sand Key, FL

Downtown Dunedin Hideaway / Easy Walk to Downtown!

Holiday Home, Sand Key

Downtown Dunedin Hideaway / Easy Walk to Downtown! is a holiday home in Sand Key, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Downtown Dunedin Hideaway / Easy Walk to Downtown!

Downtown Dunedin Hideaway / Easy Walk to Downtown! is a holiday home in Sand Key, with pet-friendly space, 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,257.

From$180/night
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Family Friendly Beach Escape - Modern Retreat near Beaches- Sleeps 6 - Fast WiFi - Sand Key, FL

Family Friendly Beach Escape - Modern Retreat near Beaches- Sleeps 6 - Fast WiFi

Holiday Home, Sand Key

Family Friendly Beach Escape - Modern Retreat near Beaches- Sleeps 6 - Fast WiFi is a holiday home in Sand Key, with easy beach access, parking, and kitchen access. This stay gives…

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About Family Friendly Beach Escape - Modern Retreat near Beaches- Sleeps 6 - Fast WiFi

Family Friendly Beach Escape - Modern Retreat near Beaches- Sleeps 6 - Fast WiFi is a holiday home in Sand Key, with easy beach 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: free cancellation, kitchen, with kitchen, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,272.

From$182/night
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Brand- new Cozy 2-bedroom cottage with a 2 minute walk to Clearwater Beach - Sand Key, FL

Brand- new Cozy 2-bedroom cottage with a 2 minute walk to Clearwater Beach

Holiday Home, Sand Key

Brand- new Cozy 2-bedroom cottage with a 2 minute walk to Clearwater Beach is a holiday home in Sand Key, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Brand- new Cozy 2-bedroom cottage with a 2 minute walk to Clearwater Beach

Brand- new Cozy 2-bedroom cottage with a 2 minute walk to Clearwater Beach is a holiday home in Sand Key, with easy beach 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: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,472.

From$210/night
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Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking! - Sand Key, FL

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Cottage, Sand Key

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking! is a cottage in Sand Key, with easy beach access, parking, and kitchen access. This stay gives travelers a…

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About Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking!

Cute and Cozy Beach Bungalow. Steps to the Beach. Free off-street Parking! is a cottage in Sand Key, with easy beach 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: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,565.

From$224/night
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Family-friendly vacation rentals in Sand Key, FL

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

Sunny Side Cottages - Sand Key, FL

Sunny Side Cottages

Apartment, Sand Key

Sunny Side Cottages is a apartment in Sand Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Sunny Side Cottages

Sunny Side Cottages is a apartment in Sand 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 free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $813.

From$92/night
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Sunny Side Cottages - Sand Key, FL

Sunny Side Cottages

Apartment, Sand Key

Sunny Side Cottages is a apartment in Sand Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Sunny Side Cottages

Sunny Side Cottages is a apartment in Sand 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 free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $813.

From$92/night
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Key West Style Cottage - with pool/hot-tub - Sand Key, FL

Key West Style Cottage - with pool/hot-tub

Cottage, Sand Key

Key West Style Cottage - with pool/hot-tub is a cottage in Sand Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub is a cottage in Sand 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, ac, air conditioning, heating, and non smoking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $844.

From$121/night
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Key West Style Cottage - with pool/hot-tub - Sand Key, FL

Key West Style Cottage - with pool/hot-tub

Cottage, Sand Key

Key West Style Cottage - with pool/hot-tub is a cottage in Sand Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Key West Style Cottage - with pool/hot-tub

Key West Style Cottage - with pool/hot-tub is a cottage in Sand 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, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $989.

From$141/night
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