Vacation rentals in Pine Island Sound, FL

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

Rock N' Reel Boat House

Holiday Home, Pine Island Sound

Rock N' Reel Boat House is a holiday home in Pine Island Sound, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Rock N' Reel Boat House

Rock N' Reel Boat House is a holiday home in Pine Island Sound, 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: pool, pet friendly, pets friendly, and ourdoor pool.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,954.

From$158/night

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Captiva Gulf Beach Villa 2026

Apartment, Pine Island Sound

Captiva Gulf Beach Villa 2026 is a apartment in Pine Island Sound, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Captiva Gulf Beach Villa 2026

Captiva Gulf Beach Villa 2026 is a apartment in Pine Island Sound, 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: pool, parking, paid parking, and heated pool.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,827.

From$180/night

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Villa Neptune's Grotto- BRAND NEW with heated Pool, Hot Tub, and dock with Tiki

Holiday Home, Pine Island Sound

Villa Neptune's Grotto- BRAND NEW with heated Pool, Hot Tub, and dock with Tiki is a holiday home in Pine Island Sound, with pool access. This stay gives travelers a comfortable base for…

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About Villa Neptune's Grotto- BRAND NEW with heated Pool, Hot Tub, and dock with Tiki

Villa Neptune's Grotto- BRAND NEW with heated Pool, Hot Tub, and dock with Tiki is a holiday home in Pine Island Sound, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,238.

From$143/night

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Waterfront - Villa Sand Castle - Roelens Vacations

Holiday Home, Pine Island Sound

Waterfront - Villa Sand Castle - Roelens Vacations is a holiday home in Pine Island Sound, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the…

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About Waterfront - Villa Sand Castle - Roelens Vacations

Waterfront - Villa Sand Castle - Roelens Vacations is a holiday home in Pine Island Sound, with 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 wifi, parking, paid parking, ac, and air conditioning.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,457.

From$84/night

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Waterfront vacation rentals in Pine Island Sound, FL

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

Kokopelli Villa - Matlacha waterfront close to Cap Coral - private home locally managed, fair & honest pricing

Villa, Pine Island Sound

Kokopelli Villa - Matlacha waterfront close to Cap Coral - private home locally managed, fair & honest pricing is a villa in Pine Island Sound, with pool access and easy beach access. This…

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About Kokopelli Villa - Matlacha waterfront close to Cap Coral - private home locally managed, fair & honest pricing

Kokopelli Villa - Matlacha waterfront close to Cap Coral - private home locally managed, fair & honest pricing is a villa in Pine Island Sound, 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 free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $4,026.

From$447/night

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Island Style Waterfront Retreat w Private Dock

Holiday Home, Pine Island Sound

Island Style Waterfront Retreat w Private Dock is a holiday home in Pine Island Sound, with easy beach access, parking, and a quieter setting. This stay gives travelers a comfortable base…

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About Island Style Waterfront Retreat w Private Dock

Island Style Waterfront Retreat w Private Dock is a holiday home in Pine Island Sound, with easy beach access, parking, and a quieter setting. 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, free parking, and accessible.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,023.

From$219/night

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Bayview BnB

B & B, Pine Island Sound

Bayview BnB is a b & b in Pine Island Sound, with easy beach access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Bayview BnB

Bayview BnB is a b & b in Pine Island Sound, with 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, free breakfast, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,592.

From$199/night

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Family-friendly vacation rentals in Pine Island Sound, FL

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

Canalfront St James City Home w/ Unique View

Cottage, Pine Island Sound

Canalfront St James City Home w/ Unique View is a cottage in Pine Island Sound, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Canalfront St James City Home w/ Unique View

Canalfront St James City Home w/ Unique View is a cottage in Pine Island Sound, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,664.

From$187/night

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Private Pool & Grill: Cape Coral Vacation Rental!

Cottage, Pine Island Sound

Private Pool & Grill: Cape Coral Vacation Rental! is a cottage in Pine Island Sound, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Private Pool & Grill: Cape Coral Vacation Rental!

Private Pool & Grill: Cape Coral Vacation Rental! is a cottage in Pine Island Sound, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,111.

From$218/night

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Spectacular Views! Largest Canal in NW Cape Coral

Cottage, Pine Island Sound

Spectacular Views! Largest Canal in NW Cape Coral is a cottage in Pine Island Sound, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the…

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About Spectacular Views! Largest Canal in NW Cape Coral

Spectacular Views! Largest Canal in NW Cape Coral is a cottage in Pine Island Sound, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,396.

From$272/night

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Pet-friendly Oasis w/ Deck & Fire Pit in Bokeelia!

Cottage, Pine Island Sound

Pet-friendly Oasis w/ Deck & Fire Pit in Bokeelia! is a cottage in Pine Island Sound, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable…

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About Pet-friendly Oasis w/ Deck & Fire Pit in Bokeelia!

Pet-friendly Oasis w/ Deck & Fire Pit in Bokeelia! is a cottage in Pine Island Sound, with pet-friendly space, outdoor 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,540.

From$273/night

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Pet-friendly vacation rentals in Pine Island Sound, FL

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

8 ★ 1 reviews

Sable Retreat

Holiday Home, Pine Island Sound

Sable Retreat is a holiday home in Pine Island Sound, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Sable Retreat

Sable Retreat is a holiday home in Pine Island Sound, with pet-friendly space, pool access, and a quieter setting. 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, and ourdoor pool.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,082.

From$229/night

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Private Pool & Grill: Cape Coral Vacation Rental!

Holiday Home, Pine Island Sound

Private Pool & Grill: Cape Coral Vacation Rental! is a holiday home in Pine Island Sound, with pool access and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Private Pool & Grill: Cape Coral Vacation Rental!

Private Pool & Grill: Cape Coral Vacation Rental! is a holiday home in Pine Island Sound, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,034.

From$183/night

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Pet-Friendly Oasis w/ Deck & Fire Pit in Bokeelia!

Holiday Home, Pine Island Sound

Pet-Friendly Oasis w/ Deck & Fire Pit in Bokeelia! is a holiday home in Pine Island Sound, with pet-friendly space and outdoor space. This stay gives travelers a comfortable base for…

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About Pet-Friendly Oasis w/ Deck & Fire Pit in Bokeelia!

Pet-Friendly Oasis w/ Deck & Fire Pit in Bokeelia! is a holiday home in Pine Island Sound, with pet-friendly space 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, free wifi, pet friendly, pets friendly, and gym.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,447.

From$236/night

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Waterfront, Canal, Heated Pool, Sleeps 8 - Villa I'm Hooked - Roelens Vacations

Holiday Home, Pine Island Sound

Waterfront, Canal, Heated Pool, Sleeps 8 - Villa I'm Hooked - Roelens Vacations is a holiday home in Pine Island Sound, with pool access, easy beach access, and parking. This stay gives…

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About Waterfront, Canal, Heated Pool, Sleeps 8 - Villa I'm Hooked - Roelens Vacations

Waterfront, Canal, Heated Pool, Sleeps 8 - Villa I'm Hooked - Roelens Vacations is a holiday home in Pine Island Sound, 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: pool, free wifi, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,881.

From$203/night

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Vacation rentals with a pool in Pine Island Sound, FL

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

Absolutely stunning home that truly embodies Florida living, Villa Blue Starfish

Villa, Pine Island Sound

Absolutely stunning home that truly embodies Florida living, Villa Blue Starfish is a villa in Pine Island Sound, with pool access. This stay gives travelers a comfortable base for…

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About Absolutely stunning home that truly embodies Florida living, Villa Blue Starfish

Absolutely stunning home that truly embodies Florida living, Villa Blue Starfish is a villa in Pine Island Sound, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,013.

From$189/night

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Newly built home with heated pool, close to many amenities - Villa Sandle

Holiday Home, Pine Island Sound

Newly built home with heated pool, close to many amenities - Villa Sandle is a holiday home in Pine Island Sound, with pool access and parking. This stay gives travelers a comfortable base…

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About Newly built home with heated pool, close to many amenities - Villa Sandle

Newly built home with heated pool, close to many amenities - Villa Sandle is a holiday home in Pine Island Sound, 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $1,956.

From$182/night

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Pool and Spa, Canal Views, Sleeps 12! - Salted Air Villa

Holiday Home, Pine Island Sound

Pool and Spa, Canal Views, Sleeps 12! - Salted Air Villa is a holiday home in Pine Island Sound, with pool access and room for a group. This stay gives travelers a comfortable base for…

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About Pool and Spa, Canal Views, Sleeps 12! - Salted Air Villa

Pool and Spa, Canal Views, Sleeps 12! - Salted Air Villa is a holiday home in Pine Island Sound, with pool 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: pool, hot tub, and free wifi.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,007.

From$203/night

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Beach Villas 2514 2 Bedroom Condo

Condo, Pine Island Sound

Beach Villas 2514 2 Bedroom Condo is a condo in Pine Island Sound, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Beach Villas 2514 2 Bedroom Condo

Beach Villas 2514 2 Bedroom Condo is a condo in Pine Island Sound, with pool access, easy beach 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, pool, free wifi, washer, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,625.

From$353/night

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