Vacation rentals in Spanish Harbor, FL

Best vacation rentals and Airbnb offers in Spanish Harbor, FL

Old Wooden Bridge Resort and Marina

Cottage, Spanish Harbor

Old Wooden Bridge Resort and Marina is a cottage in Spanish Harbor, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina is a cottage in Spanish Harbor, 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 $1,452.

From$167/night

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Kelly's Kabin - Adorable Private Summerland Key Cottage

Holiday Home, Spanish Harbor

Kelly's Kabin - Adorable Private Summerland Key Cottage is a holiday home in Spanish Harbor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Kelly's Kabin - Adorable Private Summerland Key Cottage

Kelly's Kabin - Adorable Private Summerland Key Cottage is a holiday home in Spanish Harbor, 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 $1,414.

From$202/night

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SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

Cottage, Spanish Harbor

SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster is a cottage in Spanish Harbor, with pet-friendly space and pool access. This stay gives travelers a…

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About SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster

SEA SHELL COTTAGE, perfect for 2. Summer fun boating, fishing 🎣 and 🦞 Lobster is a cottage in Spanish Harbor, 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 $1,417.

From$202/night

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Direct Oceanfront Cottage-Sunrise View- #2,

Cottage, Spanish Harbor

Direct Oceanfront Cottage-Sunrise View- #2, is a cottage in Spanish Harbor, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Direct Oceanfront Cottage-Sunrise View- #2,

Direct Oceanfront Cottage-Sunrise View- #2, is a cottage in Spanish Harbor, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,495.

From$214/night

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Waterfront vacation rentals in Spanish Harbor, FL

Discover vacation rentals close to the coast, water, and beach areas around Spanish Harbor, FL.

Casa del Mare #42 - Oceanfront, Gated Community!

Holiday Home, Spanish Harbor

Casa del Mare #42 - Oceanfront, Gated Community! is a holiday home in Spanish Harbor, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About Casa del Mare #42 - Oceanfront, Gated Community!

Casa del Mare #42 - Oceanfront, Gated Community! is a holiday home in Spanish Harbor, 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 $2,116.

From$302/night

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3 night minimum! Spectacular Ocean Views!

Holiday Home, Spanish Harbor

3 night minimum! Spectacular Ocean Views! is a holiday home in Spanish Harbor, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 3 night minimum! Spectacular Ocean Views!

3 night minimum! Spectacular Ocean Views! is a holiday home in Spanish Harbor, 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: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,399.

From$343/night

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Ocean Breeze House - Summer fun Sleeps 8 boating, fishing and 🦞 Lobster season.

Cottage, Spanish Harbor

Ocean Breeze House - Summer fun Sleeps 8 boating, fishing and 🦞 Lobster season. is a cottage in Spanish Harbor, with pet-friendly space, pool access, and easy beach access. This stay gives…

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About Ocean Breeze House - Summer fun Sleeps 8 boating, fishing and 🦞 Lobster season.

Ocean Breeze House - Summer fun Sleeps 8 boating, fishing and 🦞 Lobster season. is a cottage in Spanish Harbor, 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 $3,059.

From$437/night

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Ocean View Suite Barnacle Resort

Apartment, Spanish Harbor

Ocean View Suite Barnacle Resort is a apartment in Spanish Harbor, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Ocean View Suite Barnacle Resort

Ocean View Suite Barnacle Resort is a apartment in Spanish Harbor, 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, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,190.

From$456/night

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Vacation rentals with a pool in Spanish Harbor, FL

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

Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key

Holiday Home, Spanish Harbor

Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key is a holiday home in Spanish Harbor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key

Little Piece of Paradise #233 - 35' Seawall - Cudjoe Key is a holiday home in Spanish Harbor, 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 $1,719.

From$246/night

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Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Holiday Home, Spanish Harbor

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option is a holiday home in Spanish Harbor, with pool access, easy beach access, and a quieter setting. This stay gives travelers a…

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About Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option

Canal Front Retreat w/ Ocean Views, 35' Dock & Golf Cart Option is a holiday home in Spanish Harbor, with pool access, easy beach 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,918.

From$274/night

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Sun Bake @ Sponge Cake, 64' Sea Wall,

Holiday Home, Spanish Harbor

Sun Bake @ Sponge Cake, 64' Sea Wall, is a holiday home in Spanish Harbor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sun Bake @ Sponge Cake, 64' Sea Wall,

Sun Bake @ Sponge Cake, 64' Sea Wall, is a holiday home in Spanish Harbor, 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 $1,980.

From$283/night

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The Diving Dolphin #268 - Ocean Views, Kayaks!

Holiday Home, Spanish Harbor

The Diving Dolphin #268 - Ocean Views, Kayaks! is a holiday home in Spanish Harbor, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the…

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About The Diving Dolphin #268 - Ocean Views, Kayaks!

The Diving Dolphin #268 - Ocean Views, Kayaks! is a holiday home in Spanish Harbor, 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 $2,034.

From$291/night

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Pet-friendly vacation rentals in Spanish Harbor, FL

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

Seascape Vacation!!!

Holiday Home, Spanish Harbor

Seascape Vacation!!! is a holiday home in Spanish Harbor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Seascape Vacation!!!

Seascape Vacation!!! is a holiday home in Spanish Harbor, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,747.

From$250/night

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Venture Out Million Dollar Ocean View

Holiday Home, Spanish Harbor

Venture Out Million Dollar Ocean View is a holiday home in Spanish Harbor, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

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About Venture Out Million Dollar Ocean View

Venture Out Million Dollar Ocean View is a holiday home in Spanish Harbor, 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, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,834.

From$405/night

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Beach View Room Dormitory Room Barnacle Resort

Apartment, Spanish Harbor

Beach View Room Dormitory Room Barnacle Resort is a apartment in Spanish Harbor, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Beach View Room Dormitory Room Barnacle Resort

Beach View Room Dormitory Room Barnacle Resort is a apartment in Spanish Harbor, 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, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,936.

From$419/night

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Charming 3-bedroom house in Big Pine Key near Beach and Key West

Holiday Home, Spanish Harbor

Charming 3-bedroom house in Big Pine Key near Beach and Key West is a holiday home in Spanish Harbor, with pet-friendly space, easy beach access, and kitchen access. This stay gives…

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About Charming 3-bedroom house in Big Pine Key near Beach and Key West

Charming 3-bedroom house in Big Pine Key near Beach and Key West is a holiday home in Spanish Harbor, 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 $3,112.

From$445/night

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Vacation rentals with a kitchen in Spanish Harbor, FL

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

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Holiday Home, Spanish Harbor

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS is a holiday home in Spanish Harbor, with pool access, easy beach access, and kitchen access. This stay…

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About SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

SAVE BIG $$ JUNE/JULY! OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS is a holiday home in Spanish Harbor, 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 $2,831.

From$404/night

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Spanish Queen @Venture Out, Cudjoe Key

Holiday Home, Spanish Harbor

Spanish Queen @Venture Out, Cudjoe Key is a holiday home in Spanish Harbor, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key is a holiday home in Spanish Harbor, 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 $3,090.

From$441/night

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Beachside @ Torchview Waterfront Retreat

Holiday Home, Spanish Harbor

Beachside @ Torchview Waterfront Retreat is a holiday home in Spanish Harbor, with easy beach access, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Beachside @ Torchview Waterfront Retreat

Beachside @ Torchview Waterfront Retreat is a holiday home in Spanish Harbor, with easy beach access, kitchen 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: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,089.

From$584/night

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Island Sunrise Resort- 3 acre estate with open water sunrises.

Holiday Home, Spanish Harbor

Island Sunrise Resort- 3 acre estate with open water sunrises. is a holiday home in Spanish Harbor, with pool access and kitchen access. This stay gives travelers a comfortable base for…

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About Island Sunrise Resort- 3 acre estate with open water sunrises.

Island Sunrise Resort- 3 acre estate with open water sunrises. is a holiday home in Spanish Harbor, 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 $4,437.

From$634/night

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Family-friendly vacation rentals in Spanish Harbor, FL

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

ISLE BE BACK To The Sunny Keys

Cottage, Spanish Harbor

ISLE BE BACK To The Sunny Keys is a cottage in Spanish Harbor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About ISLE BE BACK To The Sunny Keys

ISLE BE BACK To The Sunny Keys is a cottage in Spanish Harbor, 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 $1,614.

From$231/night

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Imagine in the Keys - Venture Out Unit 073

Cottage, Spanish Harbor

Imagine in the Keys - Venture Out Unit 073 is a cottage in Spanish Harbor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Imagine in the Keys - Venture Out Unit 073

Imagine in the Keys - Venture Out Unit 073 is a cottage in Spanish Harbor, 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 $1,998.

From$285/night

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Breezy Point - Venture Out Unit 199

Cottage, Spanish Harbor

Breezy Point - Venture Out Unit 199 is a cottage in Spanish Harbor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Breezy Point - Venture Out Unit 199

Breezy Point - Venture Out Unit 199 is a cottage in Spanish Harbor, 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 $2,077.

From$297/night

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water at your back door

Cottage, Spanish Harbor

water at your back door is a cottage in Spanish Harbor, 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 water at your back door

water at your back door is a cottage in Spanish Harbor, 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 $2,394.

From$342/night

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