Vacation rentals in Captiva Island, FL

Best vacation rentals and Airbnb offers in Captiva Island, FL

Captiva Gulf Beach Villa 2026

Apartment, Captiva Island

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

Read more

About Captiva Gulf Beach Villa 2026

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

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

From$180/night

Show›

Villa Island Retreat, Country house overlooking 13 acres and a small lake

Holiday Home, Captiva Island

Villa Island Retreat, Country house overlooking 13 acres and a small lake is a holiday home in Captiva Island, with parking and a quieter setting. This stay gives travelers a comfortable…

Read more

About Villa Island Retreat, Country house overlooking 13 acres and a small lake

Villa Island Retreat, Country house overlooking 13 acres and a small lake is a holiday home in Captiva Island, with 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, paid parking, and ac.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,735.

From$161/night

Show›

South Seas Bayside Villa 5226 1 Bedroom Condo by RedAwning

Condo, Captiva Island

South Seas Bayside Villa 5226 1 Bedroom Condo by RedAwning is a condo in Captiva Island, with pool access, easy beach access, and room for a group. This stay gives travelers a comfortable…

Read more

About South Seas Bayside Villa 5226 1 Bedroom Condo by RedAwning

South Seas Bayside Villa 5226 1 Bedroom Condo by RedAwning is a condo in Captiva Island, 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, accessible, and elevator.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,489.

From$228/night

Show›

Captiva Hide A Way 2D

Apartment, Captiva Island

Captiva Hide A Way 2D is a apartment in Captiva Island, with pool access, easy beach access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Captiva Hide A Way 2D

Captiva Hide A Way 2D is a apartment in Captiva 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 paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $3,017.

From$329/night

Show›

Family-friendly vacation rentals in Captiva Island, FL

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

Coastal Family Home w/ Game Room in St James City!

Holiday Home, Captiva Island

Coastal Family Home w/ Game Room in St James City! is a holiday home in Captiva Island, with parking and room for a group. This stay gives travelers a comfortable base for exploring the…

Read more

About Coastal Family Home w/ Game Room in St James City!

Coastal Family Home w/ Game Room in St James City! is a holiday home in Captiva Island, 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, free wifi, parking, paid parking, and terrace.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,316.

From$236/night

Show›

Roosevelt Cottage

Apartment, Captiva Island

Roosevelt Cottage is a apartment in Captiva Island, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Roosevelt Cottage

Roosevelt Cottage is a apartment in Captiva Island, with pet-friendly space, 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: pool, pet friendly, pets friendly, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $7,697.

From$834/night

Show›

Game Room & Deck: Spacious Home in St James City

Cottage, Captiva Island

Game Room & Deck: Spacious Home in St James City is a cottage in Captiva Island, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

Read more

About Game Room & Deck: Spacious Home in St James City

Game Room & Deck: Spacious Home in St James City is a cottage in Captiva Island, with outdoor 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, free wifi, kitchen, with kitchen, and parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,404.

From$273/night

Show›

Sunkissed Cottage 3 Bedroom Home

Holiday Home, Captiva Island

Sunkissed Cottage 3 Bedroom Home is a holiday home in Captiva Island, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Sunkissed Cottage 3 Bedroom Home

Sunkissed Cottage 3 Bedroom Home is a holiday home in Captiva Island, 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: free cancellation, pool, free wifi, and washer.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $10,956.

From$1,100/night

Show›

Pet-friendly vacation rentals in Captiva Island, FL

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

Baywatch Casa home

Holiday Home, Captiva Island

Baywatch Casa home is a holiday home in Captiva Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Baywatch Casa home

Baywatch Casa home is a holiday home in Captiva 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, free wifi, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $5,332.

From$549/night

Show›

Baywatch Casa 3 Bedroom Home by RedAwning

Holiday Home, Captiva Island

Baywatch Casa 3 Bedroom Home by RedAwning is a holiday home in Captiva Island, with pet-friendly space, pool access, and easy beach access. This stay gives travelers a comfortable base for…

Read more

About Baywatch Casa 3 Bedroom Home by RedAwning

Baywatch Casa 3 Bedroom Home by RedAwning is a holiday home in Captiva 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, free wifi, pet friendly, and pets friendly.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $5,886.

From$594/night

Show›

Harbour House Captiva

Apartment, Captiva Island

Harbour House Captiva is a apartment in Captiva Island, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Harbour House Captiva

Harbour House Captiva is a apartment in Captiva Island, with pet-friendly space, 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: pool, pet friendly, pets friendly, parking, and paid parking.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $8,853.

From$978/night

Show›

Vacation rentals with a pool in Captiva Island, FL

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

Blind Pass Unit G201 2 Bedroom Condo

Condo, Captiva Island

Blind Pass Unit G201 2 Bedroom Condo is a condo in Captiva Island, with pool access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Blind Pass Unit G201 2 Bedroom Condo

Blind Pass Unit G201 2 Bedroom Condo is a condo in Captiva Island, 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: free cancellation, pool, free wifi, washer, and condominium.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $2,861.

From$277/night

Show›

Wait N' Sea- Previously Millertime home

Holiday Home, Captiva Island

Wait N' Sea- Previously Millertime home is a holiday home in Captiva Island, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Wait N' Sea- Previously Millertime home

Wait N' Sea- Previously Millertime home is a holiday home in Captiva 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, free wifi, and ourdoor pool.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $5,437.

From$594/night

Show›

Wait N' Sea- Previously Millertime 3 Bedroom Home by RedAwning

Holiday Home, Captiva Island

Wait N' Sea- Previously Millertime 3 Bedroom Home by RedAwning is a holiday home in Captiva Island, with pool access and room for a group. This stay gives travelers a comfortable base for…

Read more

About Wait N' Sea- Previously Millertime 3 Bedroom Home by RedAwning

Wait N' Sea- Previously Millertime 3 Bedroom Home by RedAwning is a holiday home in Captiva Island, 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: free cancellation, pool, free wifi, and washer.

Sat, Oct 3 - Sat, Oct 10 · 7 nights · total from $5,971.

From$642/night

Show›

Donax - Captiva Beach Villas

Apartment, Captiva Island

Donax - Captiva Beach Villas is a apartment in Captiva Island, with pool access and easy beach access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Donax - Captiva Beach Villas

Donax - Captiva Beach Villas is a apartment in Captiva 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, Oct 3 - Sat, Oct 10 · 7 nights · total from $8,598.

From$904/night

Show›