Location

Dates

Guests

Vacation rentals in Naples

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Private heated pool with lounge seating and shaded outdoor dining — perfect for relaxing, gathering, and making family memories

Queen Murphy bed

Family friendly beach house with large heated pool

5 bedrooms·3½ baths

Fort Myers Beach • Florida

5(170 reviews)

$3,078.52 USD total for 5 nights

Oct 1 – 6, 2026

Fort Myers Breeze

Fort Myers Breeze

Fort Myers Breeze

Fort Myers Breeze

Fort Myers Breeze

Fort Myers Breeze

3 bedrooms·2 baths

Fort Myers • Florida

$652.00 USD total for 3 nights

Sep 23 – 26, 2026

Fort Myers Sunshine

Fort Myers Sunshine

Fort Myers Sunshine

Fort Myers Sunshine

Fort Myers Sunshine

Fort Myers Sunshine

3 bedrooms·2 baths

Fort Myers • Florida

$622.00 USD total for 3 nights

Sep 23 – 26, 2026

Terraverde Country Club provides residents with a luxurious in-ground pool and hot tub.

Charming Condo - Centrally Located w/ Pool Hot Tub image 2

The beautiful canal next to Terraverde is the ideal spot to fish and kayak.

Each bedroom features a dresser and closet providing guests with plenty of clothing storage.

The lamps in the living room provide additional lighting, which is perfect for reading!

Charming Condo - Centrally Located w/ Pool Hot Tub

2 bedrooms·2 baths

Fort Myers • Florida

$2,920.00 USD $2,638.00 USD total for 30 nights

Sep 23 – Oct 23, 2026

Country Club Residence Villa

4 bedrooms·3 baths

Fort Myers • Florida

$6,665.06 USD total for 28 nights

Sep 23 – Oct 21, 2026

The Crab Shack

1 bedroom·1 bath

Fort Myers Beach • Florida

$1,817.58 USD total for 7 nights

Jan 1 – 8, 2027

The Glamp

1 bedroom·1 bath

Fort Myers Beach • Florida

$1,035.00 USD total for 6 nights

Sep 23 – 29, 2026

Cute, comfortable beach getaway! image 1

Such a great place to enjoy your morning coffee!

Lake Front, Beach Getaway!

Lake Front, Beach Getaway!

Cute, comfortable beach getaway! image 3

Lake Front, Beach Getaway!

1 bedroom·1 bath

Fort Myers Beach • Florida

$430.00 USD total for 3 nights

Sep 27 – 30, 2026

FMB Beach House

2 bedrooms·2 baths

Fort Myers Beach • Florida

$4,914.10 USD $3,581.56 USD total for 30 nights

Sep 23 – Oct 23, 2026

Pearson's Paradise

Pearson's Paradise

Pearson's Paradise

Pearson's Paradise

Pearson's Paradise

Pearson's Paradise

2 bedrooms·2 baths

Fort Myers Beach • Florida

$3,000.00 USD total for 30 nights

Sep 23 – Oct 23, 2026

White Sands

2 bedrooms·2 baths

Fort Myers Beach • Florida

$4,195.80 USD total for 30 nights

Sep 23 – Oct 23, 2026

Paradise Found

2 bedrooms·2 baths

Fort Myers Beach • Florida

5(1 review)

$1,121.25 USD total for 7 nights

Sep 23 – 30, 2026

Beautiful Condo in Ft. Myers Near the Beach

Beautiful Condo in Ft. Myers Near the Beach

Beautiful Condo in Ft. Myers Near the Beach

2 bedrooms·2 baths

Fort Myers • Florida

$5,627.29 USD total for 30 nights

Sep 23 – Oct 23, 2026

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

Sep 23 – Oct 23, 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

Sep 30 – Oct 7, 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

Comfortable queen size adjustable bed.

Cottage Blue where your beach adventure awaits you!

1 bedroom·1½ baths

Fort Myers • Florida

5(2 reviews)

$1,522.41 USD total for 7 nights

Sep 23 – 30, 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

$84 – $227/ night(excl. fees & taxes)

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

Sep 23 – 30, 2026