Location

Dates

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Vacation rentals in Matlacha, Florida, United States

Boaters Dream, S. Terr, Pool, Yacht Club, Boating

Boaters Dream, S. Terr, Pool, Yacht Club, Boating

Boaters Dream, S. Terr, Pool, Yacht Club, Boating

Boaters Dream, S. Terr, Pool, Yacht Club, Boating

Boaters Dream, S. Terr, Pool, Yacht Club, Boating

Boaters Dream, S. Terr, Pool, Yacht Club, Boating

3 bedrooms·2 baths

Cape Coral • Florida

$2,452.99 USD total for 7 nights

Mar 31 – Apr 7, 2027

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 9 – 14, 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)

$4,279.86 USD total for 5 nights

Nov 28 – Dec 3, 2026

Exterior detail

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 9 – 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/ night(excl. fees & taxes)

Villa Bequia

4 bedrooms·4 baths

Cape Coral • Florida

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)

$2,725.28 USD $2,521.08 USD total for 5 nights

Nov 9 – 14, 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

Modern and cozy private studio image 1

Modern and cozy private studio image 2

Modern and cozy private studio image 3

Modern and cozy private studio image 4

Modern and cozy private studio image 5

Modern and cozy private studio

1 bedroom·1 bath

Cape Coral • Florida

5(137 reviews)

$195.00 USD total for 3 nights

Nov 9 – 12, 2026

Large Pool with shallow end, deep end and swim out / lounge on deep end.

Waterfront Home with Pool Minutes to Sanibel

Spacious Open Living Room. Fully renovated throughout. 65” smart tv with Netflix and Roku. Games and books are located in the entertainment center.

Waterfront Home with Pool Minutes to Sanibel

Waterfront Home with Pool Minutes to Sanibel

Waterfront Home with Pool Minutes to Sanibel

3 bedrooms·2 baths

Fort Myers • Florida

5(27 reviews)

$777.26 USD total for 3 nights

Nov 9 – 12, 2026

Waterfront Home! Fort Myers /Cape Coral! image 1

Waterfront Home! Fort Myers /Cape Coral! image 3

Waterfront Home! Fort Myers /Cape Coral! image 6

Waterfront Home! Fort Myers /Cape Coral! image 4

Waterfront Home! Fort Myers /Cape Coral! image 5

Waterfront Home! Fort Myers /Cape Coral!

3 bedrooms·2 baths

North Fort Myers • Florida

$1,211.00 USD total for 3 nights

Dec 1 – 4, 2026

Take a dip in the resort style pool with tanning ledge/Baja shelf and in pool seating or in the serene waterfall spa.

Dining are under the covered lanai

Living room with two pull-out memory foam sofa beds!

Primary Suite features a 65" TV, walk-in closet, memory foam king mattress, and large en-suite bathroom.

Serene Pool & Spa Home near Beaches & Downtown

Serene Pool & Spa Home near Beaches & Downtown

3 bedrooms·2 baths

Fort Myers • Florida

5(18 reviews)

$820.52 USD total for 3 nights

Nov 9 – 12, 2026

Havana Nights in Ft Myers

1 bedroom·1 bath

McGregor • Florida

5(1 review)

$62 – $230/ night(excl. fees & taxes)

Seasonal/long term rental

Seasonal/long term rental

Seasonal/long term rental

Seasonal/long term rental

Seasonal/long term rental

Seasonal/long term rental

2 bedrooms·2 baths

Fort Myers • Florida

$480.00 USD $453.00 USD total for 3 nights

Nov 9 – 12, 2026

5 mi to Fort Myers & Sanibel Beaches. POOL!

5 mi to Fort Myers & Sanibel Beaches. POOL!

Spacious living room, comfy seating

5 mi to Fort Myers & Sanibel Beaches. POOL!

5 mi to Fort Myers & Sanibel Beaches. POOL!

5 mi to Fort Myers & Sanibel Beaches. POOL!

2 bedrooms·2 baths

Fort Myers • Florida

5(19 reviews)

$826.22 USD total for 5 nights

Nov 16 – 21, 2026

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

$3,784.87 USD total for 30 nights

Nov 9 – Dec 9, 2026

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

$459.00 USD total for 3 nights

Nov 24 – 27, 2026

Villa SUNSHINE DREAMS

Relax at the pool

Pool with waterfall

Villa SUNSHINE DREAMS

Villa SUNSHINE DREAMS

4 bedrooms·3 baths

Fort Myers • Florida

4.9(81 reviews)

$1,348.04 USD $1,292.62 USD total for 7 nights

Nov 14 – 21, 2026

Comfortable queen size adjustable bed.

Cottage Blue where your beach adventure awaits you!

1 bedroom·1½ baths

Fort Myers • Florida

5(2 reviews)

$1,545.83 USD total for 7 nights

Nov 9 – 16, 2026

Whether you're enjoying your morning coffee, planning the day's adventures, or relaxing after sunset, this bright and cozy living area is designed to make you feel right at home.

The heart of the home, this beautiful kitchen offers everything you need to prepare meals, snacks, and beach-day picnics with ease.

Designed for comfort and connection, this inviting space blends the kitchen and living areas into one bright and welcoming retreat.

Comfortable seating, bright windows, and a relaxing atmosphere make this the perfect spot to recharge between adventures.

From white-sand beaches and breathtaking sunsets to shopping, dining, and entertainment, you'll be close to everything that makes Southwest Florida a favorite vacation destination.

The Little Palm House - Minutes to the beach!

2 bedrooms·2 baths

Fort Myers • Florida

$1,156.04 USD total for 7 nights

Nov 15 – 22, 2026

Batta's beach house

Batta's beach house

Batta's beach house

Batta's beach house

Batta's beach house

1 bedroom·1½ baths

Fort Myers • Florida

$843.00 USD total for 7 nights

Nov 9 – 16, 2026

Main living room into kitchen

Pool View Blue - Gateway to Sanibel

Pool View Blue - Gateway to Sanibel

2 bedrooms·2 baths

Fort Myers • Florida

5(3 reviews)

$2,998.04 USD total for 7 nights

May 1 – 8, 2027

The Shorebird, front (north) and side (west) view.

Sunrise from the east side of the Shorebird.

The elevated front deck of the Shorebird.

Full moon over Sanibel Gateway, from the front deck.

"Shorebird", Vacation rental near Sanibel Island

2 bedrooms·2 baths

Fort Myers • Florida

$5,719.25 USD total for 30 nights

Nov 9 – Dec 9, 2026

The cozy cottage

Front stairs leading Patio

The Perfect Beach Cottage in Sunny Fort Myers

2 bedrooms·2 baths

Fort Myers • Florida

$1,350.00 USD total for 7 nights

Nov 22 – 29, 2026