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)

$4,266.08 USD total for 5 nights

Nov 28 – Dec 3, 2026

Welcome to Tortuga Sunset—your island home awaits 🏡🌴
“Open spaces, cozy places—your perfect beachside retreat 🌊🛋️”
Master Bedroom-King bed
“Gather ‘round—meals taste better with a side of island vibes 🍽️🌴”
“Open spaces, cozy places—your perfect beachside retreat 🌊🛋️”

Tortuga Sunset

3 bedrooms·3½ baths
Captiva • Florida
5(1 review)

$3,381.04 USD total for 5 nights

Dec 6 – 11, 2026

street view
sit back and relax on this cozy porch
bright ,cheerful open floor plan
cozy wraparound porch
updated fully equipped kitchen with new large sitting island

Tree house by the beach

1 bedroom·1 bath
Venice • Florida

$631.68 USD total for 4 nights

Nov 29 – 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

Nov 10 – 13, 2026

Gulf Coast Retreat: 3BR Waterfront | Heated Pool
Gulf Coast Retreat: 3BR Waterfront | Heated Pool
Gulf Coast Retreat: 3BR Waterfront | Heated Pool
Gulf Coast Retreat: 3BR Waterfront | Heated Pool
Gulf Coast Retreat: 3BR Waterfront | Heated Pool

Gulf Coast Retreat: 3BR Waterfront | Heated Pool

3 bedrooms·3 baths
Cape Coral • Florida

$888.00 USD total for 3 nights

Dec 2 – 5, 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)

$6,139.85 USD total for 7 nights

Nov 29 – Dec 6, 2026

Unit 379
Unit 379
Unit 379
Unit 379
Unit 379

Unit 379

2 bedrooms·2 baths
Venice • Florida
4.6(30 reviews)

$5,508.75 USD total for 30 nights

Mar 31 – Apr 30, 2027

Unit 171
Unit 171
Unit 171
Unit 171
Unit 171

Unit 171

2 bedrooms·2 baths
Venice • Florida
4.67(9 reviews)

$5,593.50 USD total for 30 nights

Mar 31 – Apr 30, 2027

Unit 270
Unit 270
Unit 270
Unit 270
Unit 270

Unit 270

2 bedrooms·2 baths
Venice • Florida

$3,096.20 USD total for 29 nights

Apr 30 – May 29, 2027

3BR Cape Coral Waterfront Home | Pool & Lanai
3BR Cape Coral Waterfront Home | Pool & Lanai
3BR Cape Coral Waterfront Home | Pool & Lanai
3BR Cape Coral Waterfront Home | Pool & Lanai
3BR Cape Coral Waterfront Home | Pool & Lanai

3BR Cape Coral Waterfront Home | Pool & Lanai

3 bedrooms·2 baths
Cape Coral • Florida

$1,213.12 USD total for 3 nights

Nov 10 – 13, 2026

70" TV
Eclectic painted house
Plush furniture
Easy Access Living Area
Plenty of Seating

356 Azure

3 bedrooms·2 baths
Venice • Florida

$819.25 USD total for 7 nights

Dec 1 – 8, 2026

Entire home in North Port, Florida
Entire home in North Port, Florida
Entire home in North Port, Florida
Entire home in North Port, Florida
Entire home in North Port, Florida

Entire home in North Port, Florida

4 bedrooms·1 bath
North Port • Florida
5(25 reviews)

$560.00 USD total for 3 nights

Nov 10 – 13, 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
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
Indulge in regal comfort in our King Master Suite, where luxury meets tranquility. Unwind in the spacious elegance of a king-sized bed and enjoy the convenience of an ensuite that transforms your retreat into a private sanctuary.
“Pulling up to paradise… and the fun starts now! 🏝️✨”
“Grillin’ and chillin’ island style 🔥🌴”

Green Tortuga

4 bedrooms·3 baths
Captiva • Florida
5(4 reviews)

$3,050.28 USD total for 5 nights

Nov 27 – Dec 2, 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

$2,100.00 USD total for 7 nights

Nov 10 – 17, 2026

3BR Coastal Escape Near Beaches, Golf & Shops
3BR Coastal Escape Near Beaches, Golf & Shops
3BR Coastal Escape Near Beaches, Golf & Shops
3BR Coastal Escape Near Beaches, Golf & Shops
3BR Coastal Escape Near Beaches, Golf & Shops

3BR Coastal Escape Near Beaches, Golf & Shops

3 bedrooms·2 baths
North Port • Florida

$840.00 USD total for 3 nights

Nov 10 – 13, 2026

Welcome to our inviting open space - brandnew remodeled with new floors and wall painted
beautiful pool area - facing south west
Welcome to Villa Happy Gator
Fully equipped open kitchen
Florida Pool Villa Happy Gator

Florida Pool Villa Happy Gator

3 bedrooms·2 baths
Venice • Florida
5(93 reviews)

$1,689.35 USD $1,469.85 USD total for 7 nights

Nov 10 – 17, 2026

Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course
Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course
Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course
Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course
Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course

Villa Teal Paradise | Pool & Spa | Canal Front | Golf Course

4 bedrooms·2 baths
Cape Coral • Florida
4.67(3 reviews)

$1,825.17 USD total for 6 nights

Nov 10 – 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
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool
2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool

2+ Acres 3BR/2BA 2200 Sq.ft Salt Heated Pool

3 bedrooms·2 baths
North Port • Florida
4.44(18 reviews)

$612.00 USD total for 3 nights

Nov 10 – 13, 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

Waterfront in Sunny Matlacha w/Kayaks-Pets ok! image 1
Waterfront in Sunny Matlacha w/Kayaks-Pets ok! image 2
Waterfront in Sunny Matlacha w/Kayaks-Pets ok! image 3
Waterfront in Sunny Matlacha w/Kayaks-Pets ok! image 4
Waterfront in Sunny Matlacha w/Kayaks-Pets ok! image 5

Waterfront in Sunny Matlacha w/Kayaks-Pets ok!

1 bedroom·1 bath
Matlacha • Florida
4.73(11 reviews)

$384.68 USD total for 3 nights

Nov 10 – 13, 2026

Living room/sofa with pull out bed. Large TV with FREE Netflix. Leather recliner
Entry way
Dining room, big enough for 6 people plus high chair. There are two more seats at the kitchen island.
The kitchen is fully equipped for long-term stays. It includes utensils, dishes, cups, mugs, kid-friendly dishes, paper towels, a dishwasher with pods, a blender, a toaster, a fridge and freezer, pots and pans.
| Modern Farmhouse | Families and Pets Welcome |

| Modern Farmhouse | Families and Pets Welcome |

3 bedrooms·2 baths
Cape Coral • Florida
5(27 reviews)
$105/ night(excl. fees & taxes)
Matlacha waterfront with kayaks-Sunny SW Florida image 1
Matlacha waterfront with kayaks-Sunny SW Florida image 2
Matlacha waterfront with kayaks-Sunny SW Florida image 3
Matlacha waterfront with kayaks-Sunny SW Florida image 4
Matlacha waterfront with kayaks-Sunny SW Florida image 5

Matlacha waterfront with kayaks-Sunny SW Florida

1 bedroom·1 bath
Matlacha • Florida

$524.05 USD total for 3 nights

Nov 10 – 13, 2026

Tropical Mediterranean Villa
Tropical Lanai Salt Water Pool - Jacuzzi
Cathedral Great Room
California King
Modern Kitchen

Villa Ocala

3 bedrooms·2 baths
Venice • Florida

$1,378.60 USD $1,322.38 USD total for 5 nights

Nov 10 – 15, 2026