A bright, modern living room with comfortable seating, a plush area rug, and a glass coffee table. Large glass doors open to a screened lanai, creating a seamless indoor-outdoor feel.
Fully equipped modern kitchen with stainless steel appliances, ample counter space, and a breakfast nook. Prepare your own meals with ease in this bright, functional space.
Relax and unwind at our resort-style swimming pool, perfect for soaking up the sun and enjoying the beautiful surroundings. This spacious pool area features comfortable loungers and lush palm trees.
This elegant condo welcomes you with a beautiful dining area and a view of the living room. Perfect for shared meals and relaxing evenings. Bright, open, and inviting.
Sunny lakeview condo in Fort Myers, Florida, with a pool. This peaceful retreat is perfect for relaxing and enjoying the outdoors with walking trails nearby.

Sunny Lakeview Condo • Pool • Hot Tub • Trails

2 bedrooms·2 baths
Fort Myers • Florida

$485.78 USD total for 3 nights

Nov 24 – 27, 2026

Relax in the living room and step right out to the private patio.
Cozy banquette dining nook for long chats and lazy vacation breakfasts.
Fully stocked coastal kitchen ready for coffee, cocktails, and everything in between.
Sunny primary bedroom with queen bed and soft, hotel-style bedding.
Cozy private patio to enjoy your morning coffee.

Luxury Condo - Ideal Location

1 bedroom·1 bath
Fort Myers • Florida

$650.00 USD total for 3 nights

Dec 6 – 9, 2026

Quiet 3BD/2BA Home near Warm Mineral Springs Park image 2
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 1
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 3
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 4
Quiet 3BD/2BA Home near Warm Mineral Springs Park image 5

Quiet 3BD/2BA Home near Warm Mineral Springs Park

3 bedrooms·2 baths
North Port • Florida
4.92(12 reviews)

$608.00 USD total for 3 nights

Nov 3 – 6, 2026

This is North Captiva. It’s only a few minutes by boat from our house.
Our Community Pool and hot tub
On the ferry
Purple house
Manatee house patio

⚓️Manatee Sisters- 2 Gulf Cottages + 2 Docks/Pool

4 bedrooms·3 baths
Saint James City • Florida

$1,326.85 USD total for 3 nights

Nov 4 – 7, 2026

We worked hard to make this a cute spot
Our cool beach spot! Perfect for lounging and sunset drinks
Our amazing private community pool - so FUN!
Our beautiful private dock you can use! We are a straight shot to Captiva with zero bridges.
3 single seater kayaks for you to use. Enjoy!

Manatee Lookout-Boat to Beach, Dock, Pool, Kayaks

2 bedrooms·1 bath
Saint James City • Florida
5(11 reviews)

$596.53 USD total for 3 nights

Nov 3 – 6, 2026

Saint James City! Just gorgeous! This is at one tip of our Island :-)
Welcome to our Island Home! House backs up to canal from sandy driveway! Very spacious front yard. Parking is only right in front of garage (2-3 cars/trailers can fit here). Other front yard space can be used for fun family games!
New dock ladder just installed! Now very easy to get in and out of boats and kayaks
Our Pool!! This pool is always warm and fun to swim in or just kick back and relax!
2 kayaks are included free for you to use during your stay. Hope you enjoy yourself out on the water!

🌴ISLAND TIME! DOCK⚓️POOL🏊🏻‍♀️KAYAKS🛶Boat to Beach🏖 Pets

2 bedrooms·2 baths
Saint James City • Florida
4.88(102 reviews)

$613.25 USD total for 3 nights

Nov 4 – 7, 2026

PurpleCove
PurpleCove
PurpleCove
PurpleCove
PurpleCove

PurpleCove

2 bedrooms·2 baths
Saint James City • Florida

$7,191.75 USD total for 90 nights

Nov 3, 2026 – Feb 1, 2027

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

$551.74 USD total for 3 nights

Nov 3 – 6, 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)
$679 – $2,910/ night(excl. fees & taxes)
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)

$2,693.12 USD $2,492.14 USD total for 5 nights

Nov 3 – 8, 2026

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)

$4,128.28 USD total for 5 nights

Nov 28 – Dec 3, 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)
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 3 – 6, 2026

The Yellow Vacation Home | Heated Pool & Spa
The Yellow Vacation Home | Heated Pool & Spa
The Yellow Vacation Home | Heated Pool & Spa
The Yellow Vacation Home | Heated Pool & Spa
The Yellow Vacation Home | Heated Pool & Spa

The Yellow Vacation Home | Heated Pool & Spa

3 bedrooms·2 baths
Lehigh Acres • Florida

$1,602.89 USD total for 6 nights

Dec 12 – 18, 2026

Maria Maria Vacation Home | Heated Pool | Lake view
Maria Maria Vacation Home | Heated Pool | Lake view
Maria Maria Vacation Home | Heated Pool | Lake view
Maria Maria Vacation Home | Heated Pool | Lake view
Maria Maria Vacation Home | Heated Pool | Lake view

Maria Maria Vacation Home | Heated Pool | Lake view

3 bedrooms·2 baths
Lehigh Acres • Florida

$1,602.89 USD total for 6 nights

Nov 3 – 9, 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)

$6,132.04 USD total for 7 nights

Nov 29 – Dec 6, 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)

$2,860.79 USD $2,643.04 USD total for 5 nights

Nov 3 – 8, 2026