Vacation rentals in Estero Island, FL

Best Vacation rentals and Airbnb offers in Estero Island, FL

Whitecap Condo Beachfront Splendor

Holiday Home, Estero Island

Whitecap Condo Beachfront Splendor is a holiday home in Estero Island, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Whitecap Condo Beachfront Splendor

Whitecap Condo Beachfront Splendor is a holiday home in Estero Island, 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, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,462.

From$296/night

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Almost Sanibel - Fort Myers Duplex Near Sanibel Island

Apartment, Estero Island

Almost Sanibel - Fort Myers Duplex Near Sanibel Island is a apartment in Estero Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Almost Sanibel - Fort Myers Duplex Near Sanibel Island

Almost Sanibel - Fort Myers Duplex Near Sanibel Island is a apartment in Estero Island, 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 $649.

From$70/night

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Villa Del Mar 303 Gulf View Condo On Gorgeous Mid Island Beach, Heated Pool, Elevator

Condo, Estero Island

Villa Del Mar 303 Gulf View Condo On Gorgeous Mid Island Beach, Heated Pool, Elevator is a condo in Estero Island, with pool access, easy beach access, and parking. This stay gives…

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About Villa Del Mar 303 Gulf View Condo On Gorgeous Mid Island Beach, Heated Pool, Elevator

Villa Del Mar 303 Gulf View Condo On Gorgeous Mid Island Beach, Heated Pool, Elevator is a condo in Estero Island, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,099.

From$171/night

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BEST ON THE BEACH! VILLA DEL MAR 402 BEACHFRONT ISLAND VACATION CONDO!

Condo, Estero Island

BEST ON THE BEACH! VILLA DEL MAR 402 BEACHFRONT ISLAND VACATION CONDO! is a condo in Estero Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable…

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About BEST ON THE BEACH! VILLA DEL MAR 402 BEACHFRONT ISLAND VACATION CONDO!

BEST ON THE BEACH! VILLA DEL MAR 402 BEACHFRONT ISLAND VACATION CONDO! is a condo in Estero Island, 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, beachfront, beach front, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,113.

From$173/night

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Browse Waterfront Vacation Rentals in Estero Island, FL

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

ON THE BEACH AT THE SOFT WHITE SANDY SHORELINE

Condo, Estero Island

ON THE BEACH AT THE SOFT WHITE SANDY SHORELINE is a condo in Estero Island, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About ON THE BEACH AT THE SOFT WHITE SANDY SHORELINE

ON THE BEACH AT THE SOFT WHITE SANDY SHORELINE is a condo in Estero Island, 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 $2,054.

From$212/night

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Pointe South 102 | Stunning Views and Pool

Condo, Estero Island

Pointe South 102 · Stunning Views and Pool is a condo in Estero Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Pointe South 102 | Stunning Views and Pool

Pointe South 102 · Stunning Views and Pool is a condo in Estero Island, 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,380.

From$228/night

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Pointe South 104 | Gulf-Front, Screened Lanai, Pool Access + Steps to the Beach

Condo, Estero Island

Pointe South 104 · Gulf-Front, Screened Lanai, Pool Access + Steps to the Beach is a condo in Estero Island, with pool access, easy beach access, and kitchen access. This stay gives…

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About Pointe South 104 | Gulf-Front, Screened Lanai, Pool Access + Steps to the Beach

Pointe South 104 · Gulf-Front, Screened Lanai, Pool Access + Steps to the Beach is a condo in Estero Island, 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,328.

From$228/night

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Pointe South 107 | Stunning Views + Resort Pool

Condo, Estero Island

Pointe South 107 · Stunning Views + Resort Pool is a condo in Estero Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Pointe South 107 | Stunning Views + Resort Pool

Pointe South 107 · Stunning Views + Resort Pool is a condo in Estero Island, 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,384.

From$228/night

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Browse Vacation Rentals with a Pool in Estero Island, FL

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

Pointe South 207 | Stunning Views + Pool

Condo, Estero Island

Pointe South 207 · Stunning Views + Pool is a condo in Estero Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pointe South 207 | Stunning Views + Pool

Pointe South 207 · Stunning Views + Pool is a condo in Estero Island, 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,306.

From$213/night

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Pointe South 505 | Heated Pool + Gulf Front

Condo, Estero Island

Pointe South 505 · Heated Pool + Gulf Front is a condo in Estero Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Pointe South 505 | Heated Pool + Gulf Front

Pointe South 505 · Heated Pool + Gulf Front is a condo in Estero Island, 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,207.

From$213/night

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🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️

Holiday Home, Estero Island

🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️ is a holiday home in Estero Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable…

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About 🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️

🏖️Private Pool with Backyard Oasis-Canal Front-Osprey Retreat🏖️ is a holiday home in Estero Island, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,763.

From$225/night

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Pointe South 103 | Stunning Views + Pool

Condo, Estero Island

Pointe South 103 · Stunning Views + Pool is a condo in Estero Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Pointe South 103 | Stunning Views + Pool

Pointe South 103 · Stunning Views + Pool is a condo in Estero Island, 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, kitchen, with kitchen, and beachfront.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,380.

From$228/night

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Best Estero Island, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

White Orchid Apartments

Guest House, Estero Island

White Orchid Apartments is a guest house in Estero Island, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About White Orchid Apartments

White Orchid Apartments is a guest house in Estero Island, 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 wifi, kitchen, with kitchen, parking, and onsite parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $587.

From$71/night

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Dew Casa Luxury 3 Bedroom Florida Home

Holiday Home, Estero Island

Dew Casa Luxury 3 Bedroom Florida Home is a holiday home in Estero Island, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Dew Casa Luxury 3 Bedroom Florida Home

Dew Casa Luxury 3 Bedroom Florida Home is a holiday home in Estero Island, with parking, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $863.

From$79/night

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Cozy 2-bedroom condo in charming Iona, FL Near Beaches

Condo, Estero Island

Cozy 2-bedroom condo in charming Iona, FL Near Beaches is a condo in Estero Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Cozy 2-bedroom condo in charming Iona, FL Near Beaches

Cozy 2-bedroom condo in charming Iona, FL Near Beaches is a condo in Estero Island, 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, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $911.

From$89/night

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Family-Friendly, Gulf View Condo w/ Pool - Walk to the Beach

Condo, Estero Island

Family-Friendly, Gulf View Condo w/ Pool - Walk to the Beach is a condo in Estero Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for…

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About Family-Friendly, Gulf View Condo w/ Pool - Walk to the Beach

Family-Friendly, Gulf View Condo w/ Pool - Walk to the Beach is a condo in Estero Island, 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, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,025.

From$248/night

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Best Pet-Friendly Vacation Rentals in Estero Island, FL

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

Cozy 2-bedroom hideaway with WiFi, AC the heart of Fort Myers

Holiday Home, Estero Island

Cozy 2-bedroom hideaway with WiFi, AC the heart of Fort Myers is a holiday home in Estero Island, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Cozy 2-bedroom hideaway with WiFi, AC the heart of Fort Myers

Cozy 2-bedroom hideaway with WiFi, AC the heart of Fort Myers is a holiday home in Estero Island, 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 wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $889.

From$89/night

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A Tropical Paradise, 2-bedroom townhouse with AC, WiFi, & pool in Ft. Myers

Holiday Home, Estero Island

A Tropical Paradise, 2-bedroom townhouse with AC, WiFi, & pool in Ft. Myers is a holiday home in Estero Island, with pet-friendly space, pool access, and kitchen access. This stay gives…

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About A Tropical Paradise, 2-bedroom townhouse with AC, WiFi, & pool in Ft. Myers

A Tropical Paradise, 2-bedroom townhouse with AC, WiFi, & pool in Ft. Myers is a holiday home in Estero Island, 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: free cancellation, pool, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $954.

From$90/night

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Charming 2-bedroom condo with heated swimming pool

Condo, Estero Island

Charming 2-bedroom condo with heated swimming pool is a condo in Estero Island, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for…

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About Charming 2-bedroom condo with heated swimming pool

Charming 2-bedroom condo with heated swimming pool is a condo in Estero Island, with pet-friendly space, 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: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,006.

From$99/night

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Lovely 2-bedroom condo with heat pool in great location

Condo, Estero Island

Lovely 2-bedroom condo with heat pool in great location is a condo in Estero Island, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base…

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About Lovely 2-bedroom condo with heat pool in great location

Lovely 2-bedroom condo with heat pool in great location is a condo in Estero Island, with pet-friendly space, 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: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $974.

From$99/night

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Best Estero Island, FL vacation rentals with a kitchen

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

Renovated 2bed 2bath condo 2min to Fort Myers & Sanibel Beaches with WiFi, AC

Condo, Estero Island

Renovated 2bed 2bath condo 2min to Fort Myers & Sanibel Beaches with WiFi, AC is a condo in Estero Island, with pool access, easy beach access, and kitchen access. This stay gives travelers…

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About Renovated 2bed 2bath condo 2min to Fort Myers & Sanibel Beaches with WiFi, AC

Renovated 2bed 2bath condo 2min to Fort Myers & Sanibel Beaches with WiFi, AC is a condo in Estero Island, 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, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $942.

From$93/night

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Cute renovated 2 bedroom condo just minutes from Sanibel

Condo, Estero Island

Cute renovated 2 bedroom condo just minutes from Sanibel is a condo in Estero Island, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Cute renovated 2 bedroom condo just minutes from Sanibel

Cute renovated 2 bedroom condo just minutes from Sanibel is a condo in Estero Island, 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: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,096.

From$111/night

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Villa Del Mar | Beachfront, Pool, Sunset Views, Sleeps 4

Condo, Estero Island

Villa Del Mar · Beachfront, Pool, Sunset Views, Sleeps 4 is a condo in Estero Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base…

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About Villa Del Mar | Beachfront, Pool, Sunset Views, Sleeps 4

Villa Del Mar · Beachfront, Pool, Sunset Views, Sleeps 4 is a condo in Estero Island, 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$230/night

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Gulf of America beachfront condo with stunning views and a private sun deck.

Condo, Estero Island

Gulf of America beachfront condo with stunning views and a private sun deck. is a condo in Estero Island, with easy beach access, outdoor space, and kitchen access. This stay gives…

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About Gulf of America beachfront condo with stunning views and a private sun deck.

Gulf of America beachfront condo with stunning views and a private sun deck. is a condo in Estero Island, with easy beach access, 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 wifi, kitchen, with kitchen, beachfront, and beach front.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,464.

From$240/night

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