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Vacation rentals in Captiva, Florida, United States

Dive into pure bliss in our outdoor paradise. Immerse yourself in the warmth of luxury with an inviting heated pool and spa that redefine relaxation. Let the tranquil waters and tropical surroundings transport you to a haven of serenity

“Pulling up to paradise… and the fun starts now! 🏝️✨”

Experience the seamless flow of space in our open floor plan, where each room gracefully transitions into the next. A design that fosters connection, natural light, and an expansive sense of freedom. Welcome to a living space that feels as open as the poss

“4 bed, 3 bath, 100% island vibes 💚🏝️”

“Grillin’ and chillin’ island style 🔥🌴”

Green Tortuga

4 bedrooms·3 baths

Captiva • Florida

5(4 reviews)

$350 – $1533/ noite(excl. taxas & impostos)

Driveway to the property

Driveway to the property

Island Retreat Villa

3 bedrooms·3 baths

Saint James City • Florida

1018,70 $ USD total por 4 noites

23/09/2026 – 27/09/2026

Stella Maris on North Captiva-Beachfront Paradise

Stella Maris on North Captiva-Beachfront Paradise

Stella Maris on North Captiva-Beachfront Paradise

Stella Maris on North Captiva-Beachfront Paradise

Hot tub with a view

Stella Maris on North Captiva-Beachfront Paradise

3 bedrooms·4 baths

Captiva • Florida

5(42 reviews)

5906,81 $ USD total por 7 noites

25/09/2026 – 02/10/2026

PurpleCove

2 bedrooms·2 baths

Saint James City • Florida

7102,55 $ USD total por 90 noites

23/09/2026 – 22/12/2026

Exterior detail

Island Oasis/Hidden Beach House-Private pool

3 bedrooms·2 baths

Captiva • Florida

5(75 reviews)

1338,00 $ USD 1070,40 $ USD total por 3 noites

23/09/2026 – 26/09/2026

Welcome to Tortuga Sunset—your island home awaits 🏡🌴

“Open spaces, cozy places—your perfect beachside retreat 🌊🛋️”

“Gather ‘round—meals taste better with a side of island vibes 🍽️🌴”

Master Bedroom-King bed

Spacious, inviting, and ready to welcome all. Our home offers room for everyone, ensuring that every gathering is filled with laughter, warmth, and shared moments. Create memories that resonate in every corner

Tortuga Sunset

3 bedrooms·3½ baths

Captiva • Florida

5(1 review)

$375 – $2450/ noite(excl. taxas & impostos)

2 full screened in decks for peaceful relaxation

Play a game in the screened in porch with a million dollar view!

Enjoy the sunset hour from atop!

Fresh breeze while cooking island eats

Pool complete with outdoor shower and foot washers near both steps

Isle Escape

5 bedrooms·5 baths

Inlet Beach • Florida

5(16 reviews)

4942,45 $ USD total por 5 noites

28/11/2026 – 03/12/2026

Large private heated pool with expansive lounging space to soak up Florida rays

Water View from Balcony after New House

View of the pool and Gulf of Mexico from the upstairs lanai

Water View from Screened Lanai after New House

Near beachfront, great views of the Gulf of Mexico before New House

Captiva Isles on North Captiva

3 bedrooms·2½ baths

Lee County • Florida

4.93(15 reviews)

$600/ noite(excl. taxas & impostos)

Latitude Adjustment on North Captiva- Beachfront

Eastern view provides and amazing sunrise and shade in the hot afternoon. Check out the manatee visiting the dock!

Latitude Adjustment on North Captiva- Beachfront

Latitude Adjustment on North Captiva- Beachfront

There are 5 miles of beautiful beaches to walk on North Captiva, two-thirds of which border a 700-acre state land preserve.

Latitude Adjustment on North Captiva- Beachfront

4 bedrooms·4 baths

Captiva • Florida

5(72 reviews)

4443,93 $ USD total por 5 noites

11/10/2026 – 16/10/2026

This 2br/2ba Elevated Home with Two Boat Lifts

Offstreet parking

Screened in Porch

This 2br/2ba Elevated Home with Two Boat Lifts

2 bedrooms·2 baths

Saint James City • Florida

5(10 reviews)

949,05 $ USD total por 3 noites

23/09/2026 – 26/09/2026

Close access to a kayak launch and fishing spot

Open concept kitchen & living room

Kitchen and Dining

View of the street and proximity to the water

Kitchen and Dining

Island Time - Kayaks & Access to Matlacha Pass

2 bedrooms·1 bath

Saint James City • Florida

615,78 $ USD total por 3 noites

23/09/2026 – 26/09/2026

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

Quiet one bedroom in Bokeelia

1 bedroom·1 bath

Bokeelia • Florida

$300/ noite(excl. taxas & impostos)

Pool area / dining area

Frontview of the Villa

Kitchen / Dining area

Blue Starfish Villa

3 bedrooms·2 baths

Cape Coral • Florida

1189,27 $ USD total por 4 noites

23/09/2026 – 27/09/2026

Villa Island House - schließen Sie die Augen und stellen Sie sich vor

Villa Island House - schließen Sie die Augen und stellen Sie sich vor

Villa Island House - schließen Sie die Augen und stellen Sie sich vor

Villa Island House - schließen Sie die Augen und stellen Sie sich vor

Villa Island House - schließen Sie die Augen und stellen Sie sich vor

Villa Island House - schließen Sie die Augen und stellen Sie sich vor

4 bedrooms·3 baths

Cape Coral • Florida

Luxuriöse Villa mit privatem Steg

Luxuriöse Villa mit privatem Steg

Luxuriöse Villa mit privatem Steg

Luxuriöse Villa mit privatem Steg

Luxuriöse Villa mit privatem Steg

Luxuriöse Villa mit privatem Steg

3 bedrooms·3 baths

Cape Coral • Florida

$325 – $473/ noite(excl. taxas & impostos)

Amazing Villa Capricorn Gulf access pool and spa

Amazing Villa Capricorn Gulf access pool and spa

Amazing Villa Capricorn Gulf access pool and spa

Amazing Villa Capricorn Gulf access pool and spa

Amazing Villa Capricorn Gulf access pool and spa

Amazing Villa Capricorn Gulf access pool and spa

3 bedrooms·3 baths

Cape Coral • Florida

2665,51 $ USD total por 6 noites

23/09/2026 – 29/09/2026

Westend Villa

3 bedrooms·2 baths

Cape Coral • Florida

1189,27 $ USD total por 4 noites

23/09/2026 – 27/09/2026

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

Villa Kokopelli Leben Sie den Traum - es ist Ihre Zeit.

5 bedrooms·3 baths

Cape Coral • Florida

Lupita, boat lift, dock, heated south facing pool

Lupita, boat lift, dock, heated south facing pool

Lupita, boat lift, dock, heated south facing pool

Lupita, boat lift, dock, heated south facing pool

Lupita, boat lift, dock, heated south facing pool

Lupita, boat lift, dock, heated south facing pool

3 bedrooms·2 baths

Cape Coral • Florida

$150 – $258/ noite(excl. taxas & impostos)

Villa Tauro | Heated Pool | Canal Front

Villa Tauro | Heated Pool | Canal Front

Villa Tauro | Heated Pool | Canal Front

Villa Tauro | Heated Pool | Canal Front

Villa Tauro | Heated Pool | Canal Front

Villa Tauro | Heated Pool | Canal Front

4 bedrooms·3 baths

Cape Coral • Florida

5(1 review)

3312,49 $ USD total por 6 noites

03/10/2026 – 09/10/2026

Villa Eyleen

4 bedrooms·2 baths

Cape Coral • Florida

Seascape - Spa/Whilrpool, South Terrace, 4 Bedroom

Seascape - Spa/Whilrpool, South Terrace, 4 Bedroom

Seascape - Spa/Whilrpool, South Terrace, 4 Bedroom

Seascape - Spa/Whilrpool, South Terrace, 4 Bedroom

Seascape - Spa/Whilrpool, South Terrace, 4 Bedroom

Seascape - Spa/Whilrpool, South Terrace, 4 Bedroom

4 bedrooms·3 baths

Cape Coral • Florida

$172 – $315/ noite(excl. taxas & impostos)

Villa La Favorita Pool Gulf Access Canal FFVC4

Villa La Favorita Pool Gulf Access Canal FFVC4

Villa La Favorita Pool Gulf Access Canal FFVC4

Villa La Favorita Pool Gulf Access Canal FFVC4

Villa La Favorita Pool Gulf Access Canal FFVC4

Villa La Favorita Pool Gulf Access Canal FFVC4

3 bedrooms·3 baths

Cape Coral • Florida

2239,77 $ USD total por 6 noites

23/09/2026 – 29/09/2026

Rückzug der Pelikane

Rückzug der Pelikane

Rückzug der Pelikane

Rückzug der Pelikane

Rückzug der Pelikane

Rückzug der Pelikane

5 bedrooms·2 baths

Cape Coral • Florida