Vacation rentals in San Carlos Island, FL

Best vacation rentals and Airbnb offers in San Carlos Island, FL

10 ★ 73 reviews

Perfect Beach getaway!

Holiday Home, San Carlos Island

Perfect Beach getaway! is a holiday home in San Carlos Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Perfect Beach getaway!

Perfect Beach getaway! is a holiday home in San Carlos 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,724.

From$246/night

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9.8 ★ 218 reviews

Spectacular Views!! Beautifully Updated!! No Resort Fees!

Condo, San Carlos Island

Spectacular Views!! Beautifully Updated!! No Resort Fees! is a condo in San Carlos Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Spectacular Views!! Beautifully Updated!! No Resort Fees!

Spectacular Views!! Beautifully Updated!! No Resort Fees! is a condo in San Carlos Island, 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 $1,114.

From$159/night

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9.8 ★ 155 reviews

Completely Remodeled to the studs Penthouse Condo

Condo, San Carlos Island

Completely Remodeled to the studs Penthouse Condo is a condo in San Carlos Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Completely Remodeled to the studs Penthouse Condo

Completely Remodeled to the studs Penthouse Condo is a condo in San Carlos Island, 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 $967.

From$138/night

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9.8 ★ 121 reviews

Amazing Views & Condo! Heated waterfall Pool & Hot Tub, free wifi and parking!

Condo, San Carlos Island

Amazing Views & Condo! Heated waterfall Pool & Hot Tub, free wifi and parking! is a condo in San Carlos Island, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Amazing Views & Condo! Heated waterfall Pool & Hot Tub, free wifi and parking!

Amazing Views & Condo! Heated waterfall Pool & Hot Tub, free wifi and parking! is a condo in San Carlos 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, hot tub, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,268.

From$181/night

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Waterfront vacation rentals in San Carlos Island, FL

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

10 ★ 60 reviews

261 Charming 3BR, Heated Pool, Beach Access

Holiday Home, San Carlos Island

261 Charming 3BR, Heated Pool, Beach Access is a holiday home in San Carlos Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About 261 Charming 3BR, Heated Pool, Beach Access

261 Charming 3BR, Heated Pool, Beach Access is a holiday home in San Carlos 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,460.

From$351/night

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9.6 ★ 4 reviews

#1104 Private Beach at Lovers Key Beach Club

Apartment, San Carlos Island

#1104 Private Beach at Lovers Key Beach Club is a apartment in San Carlos Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About #1104 Private Beach at Lovers Key Beach Club

#1104 Private Beach at Lovers Key Beach Club is a apartment in San Carlos 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: pool, kitchen, with kitchen, beachfront, and beach front.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,152.

From$165/night

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9.2 ★ 49 reviews

8TH FLOOR ESTERO BAY SUNRISE VIEWS | JETTED TUB | EXTENDED BALCONY | LOVERS KEY RESORT

Condo, San Carlos Island

8TH FLOOR ESTERO BAY SUNRISE VIEWS · JETTED TUB · EXTENDED BALCONY · LOVERS KEY RESORT is a condo in San Carlos Island, with pool access, easy beach access, and outdoor space. This stay…

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About 8TH FLOOR ESTERO BAY SUNRISE VIEWS | JETTED TUB | EXTENDED BALCONY | LOVERS KEY RESORT

8TH FLOOR ESTERO BAY SUNRISE VIEWS · JETTED TUB · EXTENDED BALCONY · LOVERS KEY RESORT is a condo in San Carlos Island, 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, hot tub, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,246.

From$178/night

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8.6 ★ 4 reviews

#306 Lovers Key Beach Club

Apartment, San Carlos Island

#306 Lovers Key Beach Club is a apartment in San Carlos Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About #306 Lovers Key Beach Club

#306 Lovers Key Beach Club is a apartment in San Carlos 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $968.

From$138/night

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Family-friendly vacation rentals in San Carlos Island, FL

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

10 ★ 1 reviews

First Mango Cottage #1, at Fort Myers Beach- Perfect for Relaxing Getaways!

Holiday Home, San Carlos Island

First Mango Cottage #1, at Fort Myers Beach- Perfect for Relaxing Getaways! is a holiday home in San Carlos Island, with easy beach access and a quieter setting. This stay gives travelers a…

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About First Mango Cottage #1, at Fort Myers Beach- Perfect for Relaxing Getaways!

First Mango Cottage #1, at Fort Myers Beach- Perfect for Relaxing Getaways! is a holiday home in San Carlos Island, with 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: free cancellation, ac, air conditioning, heating, and internet.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,515.

From$359/night

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Monty's Place

Holiday Home, San Carlos Island

Monty's Place is a holiday home in San Carlos Island, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Monty's Place

Monty's Place is a holiday home in San Carlos Island, with pool access, 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, pool, parking, free parking, and family friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,682.

From$153/night

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Vallie's Villa

Holiday Home, San Carlos Island

Vallie's Villa is a holiday home in San Carlos Island, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Vallie's Villa

Vallie's Villa is a holiday home in San Carlos Island, with pool access, 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, pool, parking, free parking, and family friendly.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,698.

From$153/night

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Harbour House #311 \"Coconut Cottage\"

Condo, San Carlos Island

Harbour House #311 \"Coconut Cottage\" is a condo in San Carlos Island, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Harbour House #311 \"Coconut Cottage\"

Harbour House #311 \"Coconut Cottage\" is a condo in San Carlos Island, 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, with kitchen, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,710.

From$244/night

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Pet-friendly vacation rentals in San Carlos Island, FL

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

10 ★ 44 reviews

Cypress House Private SALTWATER pool. Great location, 7 miles to the beach!

Holiday Home, San Carlos Island

Cypress House Private SALTWATER pool. Great location, 7 miles to the beach! is a holiday home in San Carlos Island, with pool access, easy beach access, and kitchen access. This stay gives…

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About Cypress House Private SALTWATER pool. Great location, 7 miles to the beach!

Cypress House Private SALTWATER pool. Great location, 7 miles to the beach! is a holiday home in San Carlos 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,493.

From$213/night

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10 ★ 14 reviews

⚓Anchors Away: Private Pool | Pet Friendly | Fenced Yard⚓

Holiday Home, San Carlos Island

⚓Anchors Away: Private Pool · Pet Friendly · Fenced Yard⚓ is a holiday home in San Carlos Island, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a…

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About ⚓Anchors Away: Private Pool | Pet Friendly | Fenced Yard⚓

⚓Anchors Away: Private Pool · Pet Friendly · Fenced Yard⚓ is a holiday home in San Carlos 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,031.

From$290/night

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9.6 ★ 19 reviews

New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!

Holiday Home, San Carlos Island

New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences! is a holiday home in San Carlos Island, with pet-friendly space, easy beach access, and kitchen…

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About New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences!

New to Market! 🐾 Dog Friendly, Spacious Beach Retreat, Steps to Sugary Sand, Conveniences! is a holiday home in San Carlos Island, 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 $2,121.

From$303/night

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8.4 ★ 8 reviews

☀️ Private Pool - Bayview Sunset Getaway B ☀️

Holiday Home, San Carlos Island

☀️ Private Pool - Bayview Sunset Getaway B ☀️ is a holiday home in San Carlos Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable…

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About ☀️ Private Pool - Bayview Sunset Getaway B ☀️

☀️ Private Pool - Bayview Sunset Getaway B ☀️ is a holiday home in San Carlos Island, 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 $1,674.

From$239/night

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Vacation rentals with a pool in San Carlos Island, FL

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

10 ★ 11 reviews

Coral Charmer Heated Pool Home walk to the beach and Times Square!

Holiday Home, San Carlos Island

Coral Charmer Heated Pool Home walk to the beach and Times Square! is a holiday home in San Carlos Island, with pool access, easy beach access, and parking. This stay gives travelers a…

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About Coral Charmer Heated Pool Home walk to the beach and Times Square!

Coral Charmer Heated Pool Home walk to the beach and Times Square! is a holiday home in San Carlos 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,863.

From$266/night

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10 ★ 3 reviews

Ostego Charm: Brand new pool, porch, lush landscape—walk-able to the Beach!

Holiday Home, San Carlos Island

Ostego Charm: Brand new pool, porch, lush landscape—walk-able to the Beach! is a holiday home in San Carlos Island, with pool access and easy beach access. This stay gives travelers a…

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About Ostego Charm: Brand new pool, porch, lush landscape—walk-able to the Beach!

Ostego Charm: Brand new pool, porch, lush landscape—walk-able to the Beach! is a holiday home in San Carlos 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: free cancellation, pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,692.

From$242/night

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10 ★ 1 reviews

#301 Ocean View at Lovers Key Beach Club

Apartment, San Carlos Island

#301 Ocean View at Lovers Key Beach Club is a apartment in San Carlos Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About #301 Ocean View at Lovers Key Beach Club

#301 Ocean View at Lovers Key Beach Club is a apartment in San Carlos 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: pool, kitchen, with kitchen, beachfront, and beach front.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,047.

From$150/night

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9.6 ★ 9 reviews

🌊Beachfront | Fabulous Views | Couples Getaway | Lovers Key #606🌊

Condo, San Carlos Island

🌊Beachfront · Fabulous Views · Couples Getaway · Lovers Key #606🌊 is a condo in San Carlos Island, with pool access, easy beach access, and kitchen access. This stay gives travelers a…

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About 🌊Beachfront | Fabulous Views | Couples Getaway | Lovers Key #606🌊

🌊Beachfront · Fabulous Views · Couples Getaway · Lovers Key #606🌊 is a condo in San Carlos 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,144.

From$163/night

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Vacation rentals with parking in San Carlos Island, FL

Find vacation rentals that make arriving by car easier.

9.8 ★ 15 reviews

295 - 180° Bay Views, Newly Remodeled, Walk to Beach

Holiday Home, San Carlos Island

295 - 180° Bay Views, Newly Remodeled, Walk to Beach is a holiday home in San Carlos Island, with pet-friendly space, easy beach access, and parking. This stay gives travelers a comfortable…

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About 295 - 180° Bay Views, Newly Remodeled, Walk to Beach

295 - 180° Bay Views, Newly Remodeled, Walk to Beach is a holiday home in San Carlos Island, 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 $3,266.

From$467/night

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9 ★ 2 reviews

Lovers Key #1106

Condo, San Carlos Island

Lovers Key #1106 is a condo in San Carlos Island, 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 Lovers Key #1106

Lovers Key #1106 is a condo in San Carlos 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, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,695.

From$171/night

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8.4 ★ 10 reviews

Lovers Key Beach Club Fort Myers Beach

Condo, San Carlos Island

Lovers Key Beach Club Fort Myers Beach is a condo in San Carlos Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the…

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About Lovers Key Beach Club Fort Myers Beach

Lovers Key Beach Club Fort Myers Beach is a condo in San Carlos 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, free wifi, parking, and free parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,311.

From$187/night

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Bayview Sunset Getaway A

Holiday Home, San Carlos Island

Bayview Sunset Getaway A is a holiday home in San Carlos Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area,…

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About Bayview Sunset Getaway A

Bayview Sunset Getaway A is a holiday home in San Carlos 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 living room.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,651.

From$148/night

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