Take a dip in the pool, soak in the hot tub, enjoy a meal on the patio, take a snooze on the outside couch. You may never want to leave the backyard!
Back Yard - Fire Pit
The poolside loungers are calling for you!
Save the luggage and trunk space! We have many of the supplies you will need for a day at the beach.
A giant game of outside Jenga is fun for the whole crew!

Oasis in the Palms - Pool, Hot Tub, Beach Gear!

3 bedrooms·2 baths
Bonita Springs • Florida

$1,124.14 USD total for 3 nights

Sep 27 – 30, 2026

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)

$4,443.93 USD total for 5 nights

Oct 11 – 16, 2026

Heated Pool
Covered Patio + Fire Table
Breakfast Bar
Margarita Machine
Endless Yard Games & Adirondack Chairs

Villa Bonita - Pool, Hot Tub, Fire Pit

3 bedrooms·2 baths
Bonita Springs • Florida
$208 – $1,415/ night(excl. fees & taxes)
Pelican’s Perch
Pelican’s Perch
Pelican’s Perch
Pelican’s Perch
Pelican’s Perch

Pelican’s Perch

3 bedrooms·2½ baths
Bonita Springs • Florida
$400/ night(excl. fees & taxes)
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 – $2,450/ 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(16 reviews)

$4,942.45 USD total for 5 nights

Nov 28 – Dec 3, 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 23 – 26, 2026

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 – $1,533/ night(excl. fees & taxes)
Sea La Vie Beach House
Sea La Vie Beach House
Sea La Vie Beach House
Sea La Vie Beach House
Sea La Vie Beach House

Sea La Vie Beach House

4 bedrooms·2 baths
Bonita Springs • Florida
5(9 reviews)

$1,496.17 USD total for 3 nights

Nov 10 – 13, 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)
Blue Diamond Beach Home
Blue Diamond Beach Home
Blue Diamond Beach Home
Blue Diamond Beach Home
Blue Diamond Beach Home

Blue Diamond Beach Home

4 bedrooms·4 baths
Bonita Springs • Florida
5(15 reviews)

$2,404.68 USD total for 3 nights

Sep 23 – 26, 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)

$5,906.81 USD total for 7 nights

Sep 25 – Oct 2, 2026

Lanai and pool area with plenty of outdoor seating, outdoor kitchen, and firepit.
Mediterranean Manor • Downtown Bonita Springs
Mediterranean Manor • Downtown Bonita Springs
Mediterranean Manor • Downtown Bonita Springs
Master bedroom with en suite bathroom.

Mediterranean Manor • Downtown Bonita Springs

3 bedrooms·2 baths
Bonita Springs • Florida
5(42 reviews)

$2,534.81 USD total for 3 nights

Dec 31, 2026 – Jan 3, 2027

Outdoor Living
Heated Pool
Bedroom
Island
Dining Area

Retreat by the Beach with Pool, Spa & Fire Pit

4 bedrooms·3 baths
Bonita Springs • Florida

$1,579.14 USD total for 3 nights

Sep 23 – 26, 2026

Bonita Beach Villa
Bonita Beach Villa
Bonita Beach Villa
Bonita Beach Villa
Bonita Beach Villa

Bonita Beach Villa

3 bedrooms·2 baths
Bonita Springs • Florida
5(13 reviews)

$727.05 USD total for 3 nights

Sep 23 – 26, 2026

Salt Water Heated Pool- No Additional Charge
Pool View- Master Bedroom Sliding Glass Door
Sunset at the pool
Walkway to the private dock and boat lift
Pets welcome at Villa Hibiscus!

Dog Friendly | Walk to Fishermen’s Village • Pool

3 bedrooms·3 baths
Punta Gorda • Florida
5(55 reviews)

$1,433.15 USD total for 3 nights

Sep 23 – 26, 2026

Heated Salt Water Pool/Spa/Canal
Outdoor Seating by pool/spa-overlooking canal
Outdoor lanai with heated, saltwater pool and hot tub
Outdoor seating and dining on the lanai
Outdoor lanai with heated, saltwater pool and hot tub

Villa Tropical | Waterfront Luxury Retreat • Panoramic Water Views, Pool & Spa

3 bedrooms·2 baths
Punta Gorda • Florida
4.95(21 reviews)

$1,960.12 USD total for 3 nights

Nov 15 – 18, 2026

Pool and Sun Loungers
Open Concept Living Room - Dining - Kitchen
Enjoy your stay at Villa Capri!
Relaxing by the heated, saltwater pool
Enjoy your stay at stunning Villa Capri!

Villa Capri | Waterfront Escape • Heated Saltwater Pool & Private Dock

3 bedrooms·2 baths
Punta Gorda • Florida
4.84(45 reviews)

$1,282.20 USD total for 3 nights

Sep 23 – 26, 2026

Screened Lanai - Heated Saltwater Pool - Hot Tub - Canal
Furnished outdoor lanai with TV, pool, hot tub, grill
Enjoy your stay at stunning Villa Tranquility!
26 270 Delido Court-13
Relaxing by the pool

Villa Tranquility | Waterfront Pool & Spa Retreat Near Fishermen’s Village

3 bedrooms·2 baths
Punta Gorda • Florida
4.83(23 reviews)

$1,282.20 USD total for 3 nights

Sep 23 – 26, 2026

3BR Waterfront Home w/ Dock & Canal Access
3BR Waterfront Home w/ Dock & Canal Access
3BR Waterfront Home w/ Dock & Canal Access
3BR Waterfront Home w/ Dock & Canal Access
3BR Waterfront Home w/ Dock & Canal Access

3BR Waterfront Home w/ Dock & Canal Access

3 bedrooms·2 baths
Punta Gorda • Florida

$11,766.00 USD total for 3 nights

Aug 14 – 17, 2027

Bedroom
House from front
Pool on back of the house
Guest unit entrance from right side
Shower

Peaceful private unit with own entrance and pool

1 bedroom·1 bath
Punta Gorda • Florida
5(1 review)
$85/ night(excl. fees & taxes)
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor
Dockside and Waterfront with Pool in Charlotte Harbor

Dockside and Waterfront with Pool in Charlotte Harbor

2 bedrooms·2 baths
Port Charlotte • Florida

$769.44 USD total for 4 nights

Sep 23 – 27, 2026

Pool/Waterfront View
Outdoor Patio Living Space & Outdoor BBQ
Tiki Hut/Dock view
Queen Bedroom, access to lanai
2nd bathroom with tub & shower

Florida's Sunshine Paradise

4 bedrooms·2 baths
Florida
5(3 reviews)

$3.15 USD total for 3 nights

Sep 23 – 26, 2026

Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed
Waterfront • Canal View • Games • King Bed

Waterfront • Canal View • Games • King Bed

2 bedrooms·2 baths
Port Charlotte • Florida

$543.90 USD total for 3 nights

Sep 23 – 26, 2026