Location

Dates

Guests

Vacation rentals in Bonita Springs, Florida, United States

Antilles Twilight Aerial

Beautiful Sunsets

East Naples / Marco - Antilles Lake View Grand Coach (183-101)

3 bedrooms·2 baths

North Naples • Florida

5(5 reviews)

$10,208.00 USD total for 45 nights

Oct 1 – Nov 15, 2026

Pool w/outdoor kitchen

Family Room with Smart TV

Kitchen w/island

Modern Home with Pool & Fenced In Yard

4 bedrooms·2 baths

Cape Coral • Florida

$1,987.88 USD total for 5 nights

Sep 23 – 28, 2026

Westend Villa

3 bedrooms·2 baths

Cape Coral • Florida

$1,189.27 USD total for 4 nights

Sep 23 – 27, 2026

End unit condo sits next to community pool for extreme convenience and relaxation. Just bring your drinks and a great book!

Resort Pool in Fiddler's Creek at Clubhouse, with hot tub

Fiddler's Creek Clubhouse campus- fitness center, spa, pro shop, waterfall pools, two restaurants, tennis and pickleball

18 hole premier golf course in the community. Daily or Monthly rates available. Plus more than 50 golf courses nearby for a great variety of choices/$.

Florida Fun- Naples Golf Resort

3 bedrooms·2 baths

Naples • Florida

5(3 reviews)

$270/ night(excl. fees & taxes)

Enjoy a south-facing heated saltwater pool for your relaxation.

Upon entering, the great room captivates with its stunning view.

Master suite featuring a king-sized Casper bed and a dedicated work station for your convenience.

New home, built in 2022, 2 stall garage, keyless front door entry.

Heated, saltwater, south facing pool

Waterfront Getaway, FREE heated saltwater pool, freshwater canal

4 bedrooms·2½ baths

Cape Coral • Florida

$894.66 USD total for 3 nights

Sep 23 – 26, 2026

Outdoor Bar and TV

Outdoor Living Space

Backyard Bliss - Pool, Hot Tub, Game Room

3 bedrooms·2 baths

Cape Coral • Florida

$1,897.79 USD total for 6 nights

Sep 23 – 29, 2026

Outdoor dining table

Freshwater canal

Becky Villa

4 bedrooms·2 baths

Cape Coral • Florida

$1,089.28 USD total for 4 nights

Sep 23 – 27, 2026

Villa Still Waters -Lauschen Sie dem Klang der Stille

Villa Still Waters -Lauschen Sie dem Klang der Stille

Villa Still Waters -Lauschen Sie dem Klang der Stille

Villa Still Waters -Lauschen Sie dem Klang der Stille

Villa Still Waters -Lauschen Sie dem Klang der Stille

Villa Still Waters -Lauschen Sie dem Klang der Stille

3 bedrooms·2 baths

Cape Coral • Florida

View of the home at sunset

West Coast Escape - Accessibility Features

4 bedrooms·3 baths

Cape Coral • Florida

$1,095.33 USD total for 6 nights

Oct 1 – 7, 2026

Casita Cabo Coral

Casita Cabo Coral

Casita Cabo Coral

Casita Cabo Coral

Casita Cabo Coral

Casita Cabo Coral

3 bedrooms·2 baths

Cape Coral • Florida

5(22 reviews)

$1,340.00 USD total for 5 nights

Sep 23 – 28, 2026

Relax in the bright open living area, designed for gathering, dining, and enjoying effortless access to the lanai.

Unwind poolside at sunset in the screened lanai, featuring a private pool, spa, lounge seating, and waterfront views.

Take in sunset views from the canal-front dock, with kayaks and lounge seating for laid-back days on the water.

A beautiful first impression with modern coastal curb appeal, palm trees, and easy access to your Southwest Florida vacation home.

Gather under the covered lanai for meals, games, and poolside lounging in this inviting indoor-outdoor living space.

Affordable Luxury - Pool, Hot Tub, Bikes & Kayaks

5 bedrooms·3 baths

Cape Coral • Florida

$1,429.35 USD total for 3 nights

Sep 28 – Oct 1, 2026

Living Room: Relax on plush seating and enjoy beachy decor in this bright, inviting space!

Entryway: Bright and inviting space featuring stylish decor and warm lighting to greet you!

Master Bedroom: Bright and breezy retreat with beachy decor and plenty of natural light!

Exterior View: Stunning waterfront location with lush greenery and serene bay views awaits you!

Beautiful 2bd Home with River Views & Amazing Sunsets

2 bedrooms·2 baths

Fort Myers • Florida

$661.38 USD total for 3 nights

Sep 27 – 30, 2026

Villa Eyleen

4 bedrooms·2 baths

Cape Coral • Florida

$349 – $469/ night(excl. fees & taxes)

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

$615.78 USD total for 3 nights

Sep 23 – 26, 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

Sep 23 – 26, 2026

Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub image 1

Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub image 3

Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub image 4

Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub image 5

Coconut Cove - Canal Retreat w/Heated Pool&Hot Tub

3 bedrooms·2 baths

Cape Coral • Florida

5(164 reviews)

$1,659.45 USD $1,515.71 USD total for 7 nights

Sep 23 – 30, 2026

Your own piece of paradise in the backyard!

View of the pool overlooking the water

Relax by the water and enjoy a fire or nap in the hammock

Outside dining area by the pool overlooking the water

Bird's eye view of the backyard and the dock

Palm Tree Retreat - Lakefront with Pool & Fire Pit

4 bedrooms·2 baths

Cape Coral • Florida

$930.92 USD total for 3 nights

Oct 3 – 6, 2026

Villa Egretta

4 bedrooms·3 baths

Cape Coral • Florida

Villa TropiCozy | Heated Pool | Canal Front | Tropical garden

Villa TropiCozy | Heated Pool | Canal Front | Tropical garden

Villa TropiCozy | Heated Pool | Canal Front | Tropical garden

Villa TropiCozy | Heated Pool | Canal Front | Tropical garden

Villa TropiCozy | Heated Pool | Canal Front | Tropical garden

Villa TropiCozy | Heated Pool | Canal Front | Tropical garden

3 bedrooms·2 baths

Cape Coral • Florida

$2,218.10 USD total for 6 nights

Sep 23 – 29, 2026

Driveway to the property

Driveway to the property

Island Retreat Villa

3 bedrooms·3 baths

Saint James City • Florida

$1,018.70 USD total for 4 nights

Sep 23 – 27, 2026

Outside of unit

Waterfront uncovered pool

Stellar Stay Naples Rent and Stay

Tennis & Pickleball Court

Waterfront covered pool

Stellar Stay Naples Rent and Stay

2 bedrooms·2 baths

Naples • Florida

$4,668.00 USD total for 28 nights

Sep 23 – Oct 21, 2026

Polish Palace South Villa

Polish Palace South Villa

Welcome and Enjoy

Polish Palace South Villa

3 bedrooms·2 baths

Cape Coral • Florida

$1,089.28 USD total for 4 nights

Sep 23 – 27, 2026

Villa Mark

3 bedrooms·2 baths

Cape Coral • Florida

Starfish

4 bedrooms·2 baths

Cape Coral • Florida

$227 – $335/ night(excl. fees & taxes)