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 – $1,576/ night(excl. fees & taxes)
Driveway to the property
Driveway to the property
Kitchen
Living room
Screend porch

Island Retreat Villa

3 bedrooms·3 baths
Saint James City • Florida

$1,018.70 USD total for 4 nights

Sep 12 – 16, 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)

$5,749.60 USD total for 7 nights

Sep 25 – Oct 2, 2026

PurpleCove
PurpleCove
PurpleCove
PurpleCove
PurpleCove

PurpleCove

2 bedrooms·2 baths
Saint James City • Florida

$6,979.90 USD total for 90 nights

Sep 12 – Dec 11, 2026

Exterior detail
Outdoor dining
Exterior
Outdoor dining
Terrace/patio

Island Oasis/Hidden Beach House-Private pool

3 bedrooms·2 baths
Captiva • Florida
5(75 reviews)

$1,338.00 USD $1,070.40 USD total for 3 nights

Sep 12 – 15, 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)
$436 – $2,410/ night(excl. fees & taxes)
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(15 reviews)

$4,081.20 USD total for 5 nights

Sep 12 – 17, 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/ night(excl. fees & taxes)
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)

$4,776.20 USD total for 5 nights

Sep 12 – 17, 2026

This 2br/2ba Elevated Home with Two Boat Lifts
Offstreet parking
Screened in Porch
Two Boat Lifts
Eat in Kitchen

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

2 bedrooms·2 baths
Saint James City • Florida
5(10 reviews)

$949.05 USD total for 3 nights

Sep 12 – 15, 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

$567.92 USD total for 3 nights

Sep 19 – 22, 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/ night(excl. fees & taxes)
Pool area / dining area
Frontview of the Villa
Master bedroom
Kitchen / Dining area
Living room

Blue Starfish Villa

3 bedrooms·2 baths
Cape Coral • Florida

$1,189.27 USD total for 4 nights

Sep 12 – 16, 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
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

$2,665.51 USD total for 6 nights

Sep 12 – 18, 2026

Swimming pool
Swimming pool
Exterior
Living room
Bedroom

Westend Villa

3 bedrooms·2 baths
Cape Coral • Florida

$1,177.51 USD total for 4 nights

Sep 12 – 16, 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
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)

$3,756.57 USD total for 6 nights

Sep 12 – 18, 2026

Villa Eyleen
Villa Eyleen
Villa Eyleen
Villa Eyleen
Villa Eyleen

Villa Eyleen

4 bedrooms·2 baths
Cape Coral • Florida
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

$2,239.77 USD total for 6 nights

Sep 12 – 18, 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
La Favorita
La Favorita
La Favorita
La Favorita
La Favorita

La Favorita

3 bedrooms·3 baths
Cape Coral • Florida
Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub image 1
Canal View
Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub image 3
Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub image 4
Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub image 5

Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub

3 bedrooms·2 baths
Cape Coral • Florida
5(164 reviews)
$185 – $255/ night(excl. fees & taxes)