Vacation rentals in Pine Island Center, FL

534 available vacation rental offers

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Best vacation rentals and Airbnb offers in Pine Island Center, FL

Paradise at Serenity Cove - Pine Island Center, FL
10 ★ 24 reviews

Paradise at Serenity Cove

Holiday Home, Pine Island Center

Paradise at Serenity Cove is a holiday home in Pine Island Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Paradise at Serenity Cove

Paradise at Serenity Cove is a holiday home in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,172.

From$167/night
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FIFA World Cup 2026- Special Offer! - Pine Island Center, FL
10 ★ 11 reviews

FIFA World Cup 2026- Special Offer!

Apartment, Pine Island Center

FIFA World Cup 2026- Special Offer! is a apartment in Pine Island Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About FIFA World Cup 2026- Special Offer!

FIFA World Cup 2026- Special Offer! is a apartment in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $575.

From$82/night
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FIFA World Cup 2026- Special Offer! - Pine Island Center, FL
9.8 ★ 31 reviews

FIFA World Cup 2026- Special Offer!

Apartment, Pine Island Center

FIFA World Cup 2026- Special Offer! is a apartment in Pine Island Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About FIFA World Cup 2026- Special Offer!

FIFA World Cup 2026- Special Offer! is a apartment in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $620.

From$89/night
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FIFA World Cup 2026- Special Offer! - Pine Island Center, FL
9.8 ★ 17 reviews

FIFA World Cup 2026- Special Offer!

Apartment, Pine Island Center

FIFA World Cup 2026- Special Offer! is a apartment in Pine Island Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About FIFA World Cup 2026- Special Offer!

FIFA World Cup 2026- Special Offer! is a apartment in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $593.

From$85/night
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Waterfront vacation rentals in Pine Island Center, FL

Discover vacation rentals close to the coast, water, and beach areas around Pine Island Center, FL.

ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED! - Pine Island Center, FL
10 ★ 2 reviews

ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED!

Holiday Home, Pine Island Center

ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED! is a holiday home in Pine Island Center, with pet-friendly space, pool access, and easy beach access. This stay gives travelers…

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About ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED!

ISLAND TIME! DOCK! POOL! KAYAKS! BOAT To BEACH! PETS ALLOWED! is a holiday home in Pine Island Center, 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, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,183.

From$169/night
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Charming 2-bedroom waterfront townhome with WiFi, AC Hot Tub and dock - Pine Island Center, FL
9.8 ★ 6 reviews

Charming 2-bedroom waterfront townhome with WiFi, AC Hot Tub and dock

Holiday Home, Pine Island Center

Charming 2-bedroom waterfront townhome with WiFi, AC Hot Tub and dock is a holiday home in Pine Island Center, with pet-friendly space, easy beach access, and parking. This stay gives…

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About Charming 2-bedroom waterfront townhome with WiFi, AC Hot Tub and dock

Charming 2-bedroom waterfront townhome with WiFi, AC Hot Tub and dock is a holiday home in Pine Island Center, 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: hot tub, pet friendly, pets friendly, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,164.

From$166/night
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Serenity Bay Studio #3 - Pine Island Center, FL
9.6 ★ 9 reviews

Serenity Bay Studio #3

Apartment, Pine Island Center

Serenity Bay Studio #3 is a apartment in Pine Island Center, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Serenity Bay Studio #3

Serenity Bay Studio #3 is a apartment in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,030.

From$147/night
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The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath - Pine Island Center, FL
9.6 ★ 8 reviews

The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath

Holiday Home, Pine Island Center

The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath is a holiday home in Pine Island Center, with pet-friendly space, easy beach access, and parking. This stay gives travelers a…

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About The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath

The Crab Shack - Cozy Comfort in Flamingo Bay - 2Bed/1Bath is a holiday home in Pine Island Center, 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 $1,229.

From$176/night
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Family-friendly vacation rentals in Pine Island Center, FL

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

Island Cottage-boat ramp end of street! Walk to Jug Creek Marina! - Pine Island Center, FL
10 ★ 36 reviews

Island Cottage-boat ramp end of street! Walk to Jug Creek Marina!

Cottage, Pine Island Center

Island Cottage-boat ramp end of street! Walk to Jug Creek Marina! is a cottage in Pine Island Center. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Island Cottage-boat ramp end of street! Walk to Jug Creek Marina!

Island Cottage-boat ramp end of street! Walk to Jug Creek Marina! is a cottage in Pine Island Center. 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, washer, dryer, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $936.

From$134/night
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Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access - Pine Island Center, FL
10 ★ 1 reviews

Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access

Holiday Home, Pine Island Center

Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access is a holiday home in Pine Island Center, with pet-friendly space, pool access, and easy beach access. This…

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About Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access

Manatee Lookout Cottages - Boat to Beach, Pool, Kayaks, Pets, Direct Gulf Access is a holiday home in Pine Island Center, 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, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,155.

From$165/night
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Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024 - Pine Island Center, FL
9.8 ★ 18 reviews

Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024

Cottage, Pine Island Center

Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024 is a cottage in Pine Island Center, with pet-friendly space, easy beach access, and kitchen access. This stay…

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About Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024

Charming Waterfront Cottage on peaceful Matlacha! FULL RENOVATION DECEMBER 2024 is a cottage in Pine Island Center, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,019.

From$146/night
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Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha - Pine Island Center, FL
9.8 ★ 10 reviews

Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha

Cottage, Pine Island Center

Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha is a cottage in Pine Island Center, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha

Orange You Glad Cottage - A Fisherman’s Paradise in sunny Matlacha is a cottage in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,210.

From$173/night
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Pet-friendly vacation rentals in Pine Island Center, FL

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

All new, incredible location! Waterfront unit in Matlacha with many amenities. - Pine Island Center, FL
10 ★ 12 reviews

All new, incredible location! Waterfront unit in Matlacha with many amenities.

Apartment, Pine Island Center

All new, incredible location! Waterfront unit in Matlacha with many amenities. is a apartment in Pine Island Center, with pet-friendly space, easy beach access, and kitchen access. This…

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About All new, incredible location! Waterfront unit in Matlacha with many amenities.

All new, incredible location! Waterfront unit in Matlacha with many amenities. is a apartment in Pine Island Center, 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 cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $989.

From$141/night
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Tiny home glamping unit in pine island on a 6 acre property - Pine Island Center, FL
10 ★ 2 reviews

Tiny home glamping unit in pine island on a 6 acre property

Cabin, Pine Island Center

Tiny home glamping unit in pine island on a 6 acre property is a cabin in Pine Island Center, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area,…

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About Tiny home glamping unit in pine island on a 6 acre property

Tiny home glamping unit in pine island on a 6 acre property is a cabin in Pine Island Center, 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, pet friendly, pets friendly, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,117.

From$160/night
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Comfortable and relaxing house located on a deep water canal. - Pine Island Center, FL
9.6 ★ 35 reviews

Comfortable and relaxing house located on a deep water canal.

Holiday Home, Pine Island Center

Comfortable and relaxing house located on a deep water canal. is a holiday home in Pine Island Center, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Comfortable and relaxing house located on a deep water canal.

Comfortable and relaxing house located on a deep water canal. is a holiday home in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,093.

From$156/night
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Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq - Pine Island Center, FL
8 ★ 1 reviews

Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq

Apartment, Pine Island Center

Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq is a apartment in Pine Island Center, with pet-friendly space, kitchen access, and room for a group. This…

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About Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq

Island Home: 3-bedroom apartment in Bokeelia with hot tub, AC, water views, bbq is a apartment in Pine Island Center, with pet-friendly space, kitchen access, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $885.

From$126/night
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Vacation rentals with a pool in Pine Island Center, FL

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

Pine Island Breeze/Bokeelia 1 Bdrm 1 bath - Pine Island Center, FL
10 ★ 23 reviews

Pine Island Breeze/Bokeelia 1 Bdrm 1 bath

Apartment, Pine Island Center

Pine Island Breeze/Bokeelia 1 Bdrm 1 bath is a apartment in Pine Island Center, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pine Island Breeze/Bokeelia 1 Bdrm 1 bath

Pine Island Breeze/Bokeelia 1 Bdrm 1 bath is a apartment in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,382.

From$197/night
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Waterfront, Pet Friendly, 2 Master BR Home in Charming Matlacha - Pine Island Center, FL
10 ★ 9 reviews

Waterfront, Pet Friendly, 2 Master BR Home in Charming Matlacha

Holiday Home, Pine Island Center

Waterfront, Pet Friendly, 2 Master BR Home in Charming Matlacha is a holiday home in Pine Island Center, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Waterfront, Pet Friendly, 2 Master BR Home in Charming Matlacha

Waterfront, Pet Friendly, 2 Master BR Home in Charming Matlacha is a holiday home in Pine Island Center, 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: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,208.

From$173/night
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Waterfront Bungalow in Matlacha - Pine Island Center, FL
10 ★ 6 reviews

Waterfront Bungalow in Matlacha

Holiday Home, Pine Island Center

Waterfront Bungalow in Matlacha is a holiday home in Pine Island Center, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Waterfront Bungalow in Matlacha

Waterfront Bungalow in Matlacha is a holiday home in Pine Island Center, 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, pet friendly, pets friendly, and kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,126.

From$161/night
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The Island House on Pine Island with heat-pump heated most privacy pool - Pine Island Center, FL
9.8 ★ 6 reviews

The Island House on Pine Island with heat-pump heated most privacy pool

Holiday Home, Pine Island Center

The Island House on Pine Island with heat-pump heated most privacy pool is a holiday home in Pine Island Center, with pool access and kitchen access. This stay gives travelers a comfortable…

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About The Island House on Pine Island with heat-pump heated most privacy pool

The Island House on Pine Island with heat-pump heated most privacy pool is a holiday home in Pine Island Center, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,183.

From$169/night
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Vacation rentals with parking in Pine Island Center, FL

Find vacation rentals that make arriving by car easier.

Cottage with private deck in the heart of Matlacha - Pine Island Center, FL
10 ★ 4 reviews

Cottage with private deck in the heart of Matlacha

Holiday Home, Pine Island Center

Cottage with private deck in the heart of Matlacha is a holiday home in Pine Island Center, with pool access, outdoor space, and parking. This stay gives travelers a comfortable base for…

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About Cottage with private deck in the heart of Matlacha

Cottage with private deck in the heart of Matlacha is a holiday home in Pine Island Center, with pool access, outdoor space, 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, kitchen, with kitchen, and parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,293.

From$185/night
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Peaceful 2-bedroom house close to historic Tarpon Lodge and marina - Pine Island Center, FL
10 ★ 3 reviews

Peaceful 2-bedroom house close to historic Tarpon Lodge and marina

Holiday Home, Pine Island Center

Peaceful 2-bedroom house close to historic Tarpon Lodge and marina is a holiday home in Pine Island Center, with parking and room for a group. This stay gives travelers a comfortable base…

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About Peaceful 2-bedroom house close to historic Tarpon Lodge and marina

Peaceful 2-bedroom house close to historic Tarpon Lodge and marina is a holiday home in Pine Island Center, 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, parking, free parking, washer, and ac.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,027.

From$147/night
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FIFA World Cup 2026- Special Offer! - Pine Island Center, FL
8.6 ★ 7 reviews

FIFA World Cup 2026- Special Offer!

Holiday Home, Pine Island Center

FIFA World Cup 2026- Special Offer! is a holiday home in Pine Island Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About FIFA World Cup 2026- Special Offer!

FIFA World Cup 2026- Special Offer! is a holiday home in Pine Island Center, 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, kitchen, with kitchen, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $575.

From$82/night
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FIFA World Cup 2026- Special Offer! - Pine Island Center, FL
8.4 ★ 19 reviews

FIFA World Cup 2026- Special Offer!

Apartment, Pine Island Center

FIFA World Cup 2026- Special Offer! is a apartment in Pine Island Center, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About FIFA World Cup 2026- Special Offer!

FIFA World Cup 2026- Special Offer! is a apartment in Pine Island Center, 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $575.

From$82/night
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