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Vacation rentals in McGregor, Florida, United States

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)

$ 3.692,27 USD totaal voor 5 nachten

6–11 dec 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)

$ 4.809,24 USD totaal voor 5 nachten

6–11 dec 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 totaal voor 3 nachten

28–31 okt 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 totaal voor 7 nachten

29 nov – 6 dec 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/ nacht(excl. kosten & belastingen)

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

$ 1.856,20 USD totaal voor 6 nachten

28 okt – 3 nov 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

$ 1.856,20 USD totaal voor 6 nachten

28 okt – 3 nov 2026

One of five satellite pools throughout the community. Our condo is equidistantly located between three of the five satellite pools & the resort style pool.

Tiki bar! The grilled Bang Bang shrimp is our favorite

Punta-Paradise!

Punta-Paradise!

Punta-Paradise!

2 bedrooms·2 baths

Punta Gorda • Florida

$ 3.090,00 USD totaal voor 30 nachten

28 okt – 27 nov 2026

Legacy Alva view from the River

Legacy Alva: Waterfront Farm Estate • Pool, Theater, Pickleball

Legacy Alva: Waterfront Farm Estate • Pool, Theater, Pickleball

Legacy Alva: Waterfront Farm Estate • Pool, Theater, Pickleball

6 bedrooms·5 baths

Alva • Florida

$ 4.297,96 USD totaal voor 3 nachten

31 okt – 3 nov 2026

Cozy beach cottage

Cozy beach cottage

Cozy beach cottage

Cozy beach cottage

Cozy beach cottage

Cozy beach cottage

1 bedroom·1 bath

Naples • Florida

$ 457,00 USD totaal voor 3 nachten

28–31 okt 2026

Aerial view. 0.9 mile walk to beach.

Spacious Living room with 55" smart TV

Naples Beach house retreat, just 3 min. to beach

2 bedrooms·1 bath

North Naples • Florida

5(1 review)

$ 1.234,00 USD totaal voor 3 nachten

28–31 okt 2026

Heated Pool & Hot Tub, Walk to Beach, Free Bikes

Heated Pool & Hot Tub, Walk to Beach, Free Bikes

Heated Pool & Hot Tub, Walk to Beach, Free Bikes

Heated Pool & Hot Tub, Walk to Beach, Free Bikes

Heated Pool & Hot Tub, Walk to Beach, Free Bikes

Heated Pool & Hot Tub, Walk to Beach, Free Bikes

3 bedrooms·2 baths

Naples • Florida

5(2 reviews)

$ 1.815,52 USD $ 1.623,19 USD totaal voor 4 nachten

28 okt – 1 nov 2026

Aerial view of backyard

Fully equipped kitchen

The Oasis

3 bedrooms·2 baths

North Naples • Florida

4.96(50 reviews)

$ 1.513,00 USD totaal voor 3 nachten

28–31 okt 2026

The Sun-kissed Retreat • Near Vanderbilt Beach

The Sun-kissed Retreat • Near Vanderbilt Beach

LIVING ROOM | Spacious and comfortable pullout sectional

KITCHEN | Fully equipped with all the cooking essentials

PRIMARY | Spacious room with king bed and workspace area

The Sun-kissed Retreat • Near Vanderbilt Beach

3 bedrooms·2 baths

Naples • Florida

5(50 reviews)

$350/ nacht(excl. kosten & belastingen)

BEACHSIDE GETAWAY *FENCED AREA*-Walk/Bike to beach

BEACHSIDE GETAWAY *FENCED AREA*-Walk/Bike to beach

BEACHSIDE GETAWAY *FENCED AREA*-Walk/Bike to beach

BEACHSIDE GETAWAY *FENCED AREA*-Walk/Bike to beach

BEACHSIDE GETAWAY *FENCED AREA*-Walk/Bike to beach

BEACHSIDE GETAWAY FENCED AREA-Walk/Bike to beach

1 bedroom·1 bath

Naples • Florida

4.66(64 reviews)

$ 846,00 USD totaal voor 3 nachten

28–31 okt 2026

NEAR BEACH/ FENCED DOGGIE AREA! COZY BEACH HOME!

NEAR BEACH/ FENCED DOGGIE AREA! COZY BEACH HOME!

NEAR BEACH/ FENCED DOGGIE AREA! COZY BEACH HOME!

Queen bed with Twin bed on top

Queen bed with Twin bed on top

NEAR BEACH/ FENCED DOGGIE AREA! COZY BEACH HOME!

2 bedrooms·1 bath

Naples • Florida

4.58(72 reviews)

$ 633,88 USD totaal voor 3 nachten

28–31 okt 2026

Seas The Day

3 bedrooms·2 baths

Naples • Florida

$ 1.743,53 USD totaal voor 5 nachten

28 okt – 2 nov 2026

Starfruit - Vanderbilt Beach House

Starfruit - Vanderbilt Beach House

Starfruit - Vanderbilt Beach House

A gorgeous private pool awaits you in lovely Naples, FL. Bike to Vanderbilt Beach!

With 8 sets of loungers, choose between sun and shade at all times of day.

Starfruit - Vanderbilt Beach House

3 bedrooms·2 baths

Naples • Florida

$ 849,15 USD totaal voor 3 nachten

28–31 okt 2026

Starfruit Beach House - Heated Pool Near Beach

Island with seating for three

The primary bedroom with king bed

Second king bedroom

A gorgeous private pool awaits you in lovely Naples, FL. Bike to Vanderbilt Beach!

Starfruit Beach House - Heated Pool Near Beach

3 bedrooms·2 baths

Naples • Florida

5(4 reviews)

$ 1.165,50 USD totaal voor 3 nachten

8–11 mrt 2027

Closest 1/1 to Vanderbilt Bch, full kitchen +more!

Closest 1/1 to Vanderbilt Bch, full kitchen +more!

Closest 1/1 to Vanderbilt Bch, full kitchen +more!

Closest 1/1 to Vanderbilt Bch, full kitchen +more!

Closest 1/1 to Vanderbilt Bch, full kitchen +more!

Closest 1/1 to Vanderbilt Bch, full kitchen +more!

1 bedroom·1 bath

North Naples • Florida

$ 1.780,00 USD totaal voor 5 nachten

28 okt – 2 nov 2026

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

Studio closest to Bch, yard, everything, & extras!

0 bedrooms·1 bath

North Naples • Florida

5(2 reviews)

$ 1.500,00 USD totaal voor 5 nachten

28 okt – 2 nov 2026

Kitchen and Breakfast Bar

Master Bathroom

The Fitz

3 bedrooms·2 baths

North Naples • Florida

5(30 reviews)

$ 4.641,69 USD totaal voor 7 nachten

17–24 nov 2026

mit gemeinschaftlichem Pool

mit gemeinschaftlichem Pool

mit gemeinschaftlichem Pool

mit gemeinschaftlichem Pool

mit gemeinschaftlichem Pool

mit gemeinschaftlichem Pool

2 bedrooms·2 baths

Naples • Florida

Bright, cozy living room with stylish decor and plenty of natural light

Bright modern living room with cozy seating and open kitchen pass-through

Cozy modern living room with stylish decor and open kitchen connection

Bright, stylish living room with TV and open flow to the kitchen

Bright, stylish living room with large windows and cozy seating

Skelatal Listing: Rebecca Drost - 3705 Toulouse Ct, Punta Gorda, Florida 33950

4 bedrooms·3 baths

Punta Gorda • Florida

$ 30.897,00 USD totaal voor 3 nachten

28–31 okt 2026