Vacation rentals in Pine Key, FL

Best vacation rentals and Airbnb offers in Pine Key, FL

10 ★ 2 reviews

Balcony & Pool: Gulfview Tierra Verde Escape!

Apartment, Pine Key

Balcony & Pool: Gulfview Tierra Verde Escape! is a apartment in Pine Key, with pool access, easy beach access, and outdoor space. This stay gives travelers a comfortable base for exploring…

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About Balcony & Pool: Gulfview Tierra Verde Escape!

Balcony & Pool: Gulfview Tierra Verde Escape! is a apartment in Pine 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, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,294.

From$133/night

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10 ★ 1 reviews

3 Mi to Riverwalk: Pet-friendly Home w/ Yard!

Cottage, Pine Key

3 Mi to Riverwalk: Pet-friendly Home w/ Yard! is a cottage in Pine Key, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 3 Mi to Riverwalk: Pet-friendly Home w/ Yard!

3 Mi to Riverwalk: Pet-friendly Home w/ Yard! is a cottage in Pine 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,360.

From$137/night

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9.2 ★ 25 reviews

Camelot by the Sea by Liberte'

Condo, Pine Key

Camelot by the Sea by Liberte' is a condo in Pine Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Camelot by the Sea by Liberte'

Camelot by the Sea by Liberte' is a condo in Pine 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, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,573.

From$186/night

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8.2 ★ 22 reviews

Condos at Wander Residences in Tierra Verde

Condo, Pine Key

Condos at Wander Residences in Tierra Verde is a condo in Pine Key, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Condos at Wander Residences in Tierra Verde

Condos at Wander Residences in Tierra Verde is a condo in Pine 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,715.

From$217/night

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Pet-friendly vacation rentals in Pine Key, FL

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

6 ★ 2 reviews

Southern PAG Beach House Bungalows

Holiday Home, Pine Key

Southern PAG Beach House Bungalows is a holiday home in Pine Key, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Southern PAG Beach House Bungalows

Southern PAG Beach House Bungalows is a holiday home in Pine 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: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,467.

From$419/night

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Cozy Beach Rental 1B/1B

Holiday Home, Pine Key

Cozy Beach Rental 1B/1B is a holiday home in Pine Key, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy Beach Rental 1B/1B

Cozy Beach Rental 1B/1B is a holiday home in Pine Key, with pet-friendly space 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 wifi, pet friendly, pets friendly, beachfront, and beach front.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,195.

From$263/night

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Romance in the City 1 Bdrm Studio in Downtown St Pete

Apartment, Pine Key

Romance in the City 1 Bdrm Studio in Downtown St Pete is a apartment in Pine Key, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Romance in the City 1 Bdrm Studio in Downtown St Pete

Romance in the City 1 Bdrm Studio in Downtown St Pete is a apartment in Pine Key, with pet-friendly 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, free wifi, for couples, wine or champagne, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,201.

From$139/night

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The StarFish Bungalow 1B/1B

Holiday Home, Pine Key

The StarFish Bungalow 1B/1B is a holiday home in Pine Key, with pet-friendly space and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About The StarFish Bungalow 1B/1B

The StarFish Bungalow 1B/1B is a holiday home in Pine Key, with pet-friendly space 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 wifi, pet friendly, pets friendly, beachfront, and beach front.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,571.

From$304/night

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Vacation rentals with a pool in Pine Key, FL

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

Twins Inn & Apartments

Apartment, Pine Key

Twins Inn & Apartments is a apartment in Pine Key, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Twins Inn & Apartments

Twins Inn & Apartments is a apartment in Pine 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, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,489.

From$178/night

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Bradenton Lakefront Home 1903

Holiday Home, Pine Key

Bradenton Lakefront Home 1903 is a holiday home in Pine Key, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Bradenton Lakefront Home 1903

Bradenton Lakefront Home 1903 is a holiday home in Pine 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, ourdoor pool, and fishing.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,603.

From$141/night

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Sand Dunes Townhome C1

Holiday Home, Pine Key

Sand Dunes Townhome C1 is a holiday home in Pine Key, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Sand Dunes Townhome C1

Sand Dunes Townhome C1 is a holiday home in Pine 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, free wifi, beachfront, and beach front.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,461.

From$260/night

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Sand Dunes Townhome C1

Holiday Home, Pine Key

Sand Dunes Townhome C1 is a holiday home in Pine Key, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Sand Dunes Townhome C1

Sand Dunes Townhome C1 is a holiday home in Pine 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, pool, beachfront, beach front, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,461.

From$260/night

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Vacation rentals with parking in Pine Key, FL

Find vacation rentals that make arriving by car easier.

Itz a Vibe - 1 bedroom studio in the heart of DTSP

Apartment, Pine Key

Itz a Vibe - 1 bedroom studio in the heart of DTSP is a apartment in Pine Key, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Itz a Vibe - 1 bedroom studio in the heart of DTSP

Itz a Vibe - 1 bedroom studio in the heart of DTSP is a apartment in Pine Key, with parking and room for a group. 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, parking, paid parking, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,185.

From$137/night

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The Hipster Studio in DTSP

Apartment, Pine Key

The Hipster Studio in DTSP is a apartment in Pine Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About The Hipster Studio in DTSP

The Hipster Studio in DTSP is a apartment in Pine Key, with 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, hot tub, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,185.

From$137/night

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Walk to Everything Downtown EAT - SHOP - PLAY

Holiday Home, Pine Key

Walk to Everything Downtown EAT - SHOP - PLAY is a holiday home in Pine Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Walk to Everything Downtown EAT - SHOP - PLAY

Walk to Everything Downtown EAT - SHOP - PLAY is a holiday home in Pine Key, with 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, free wifi, parking, paid parking, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,190.

From$136/night

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Wine-Dine-Sunshine Cozy Flat in The Heart of DTSP

Holiday Home, Pine Key

Wine-Dine-Sunshine Cozy Flat in The Heart of DTSP is a holiday home in Pine Key, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Wine-Dine-Sunshine Cozy Flat in The Heart of DTSP

Wine-Dine-Sunshine Cozy Flat in The Heart of DTSP is a holiday home in Pine Key, with 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, hot tub, free wifi, parking, and paid parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,190.

From$136/night

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