Location

Dates

Guests

Vacation rentals in North Naples, Florida, United States

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

Oct 23 – Nov 22, 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)

$1,428.75 USD total for 7 nights

Oct 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

$1,171.14 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

Oct 23 – 30, 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

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 total for 7 nights

Nov 14 – 21, 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)

$779.39 USD total for 5 nights

Oct 23 – 28, 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

Oct 23 – Nov 20, 2026

Open concept Kitchen & Dining with Living room

Living room looking into kitchen

The Sunshine Suite - Pool, Hot Tub, Shuffleboard

2 bedrooms·1 bath

Fort Myers • Florida

$3,393.65 USD total for 30 nights

Oct 23 – Nov 22, 2026

Kitchen with Everything you need

Hallway Bathroom

Secondary Bedroom

Gulf Breeze Retreat

2 bedrooms·2 baths

Sanibel • Florida

Remodeled Capri Coastal Pool Home 4 BR and Game Area

Remodeled Capri Coastal Pool Home 4 BR and Game Area

Remodeled Capri Coastal Pool Home 4 BR and Game Area

Remodeled Capri Coastal Pool Home 4 BR and Game Area

Remodeled Capri Coastal Pool Home 4 BR and Game Area

Remodeled Capri Coastal Pool Home 4 BR and Game Area

4 bedrooms·3 baths

Naples • Florida

5(1 review)

$1,391.38 USD total for 3 nights

Oct 23 – 26, 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

$3,625.22 USD total for 30 nights

Oct 23 – Nov 22, 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

$3,343.00 USD total for 30 nights

Oct 23 – Nov 22, 2026

Private heated pool and Canal access

Fully stocked Kitchen

An additional wood firepit (Please bring your own firewood)

Villa Canalview Cove

3 bedrooms·2 baths

Fort Myers • Florida

Luxury Private Pool Deck

Sitting Area with Fireplace and Lagoon Views

Dedicated Workspace with Monitor and Printer

Seating Area with Fireplace

Sanibel Beach Escape

3 bedrooms·3 baths

Sanibel • Florida

$14,830.45 USD total for 28 nights

Oct 31 – Nov 28, 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)

$1,024.95 USD total for 3 nights

Oct 23 – 26, 2026

MARCO ISLAND!!! RIGHT ON THE WATER!!!

MARCO ISLAND!!! RIGHT ON THE WATER!!!

MARCO ISLAND!!! RIGHT ON THE WATER!!!

MARCO ISLAND!!! RIGHT ON THE WATER!!!

MARCO ISLAND!!! RIGHT ON THE WATER!!!

MARCO ISLAND!!! RIGHT ON THE WATER!!!

1 bedroom·1 bath

Marco Island • Florida

$4,728.70 USD total for 30 nights

Oct 23 – Nov 22, 2026

Boat Watchers Paradise with a Side of Dolphins

Boat Watchers Paradise with a Side of Dolphins

Boat Watchers Paradise with a Side of Dolphins

Boat Watchers Paradise with a Side of Dolphins

Boat Watchers Paradise with a Side of Dolphins

Boat Watchers Paradise with a Side of Dolphins

1 bedroom·1 bath

Marco Island • Florida

5(12 reviews)

$1,584.64 USD total for 7 nights

Oct 23 – 30, 2026

Driveway and Entry

Fully Stocked Kitchen

Keurig Coffee Maker

Fully Stocked Kitchen

Sunrise Shell Cottage

3 bedrooms·3 baths

Sanibel • Florida

$5,220.37 USD total for 27 nights

Oct 23 – Nov 19, 2026

Screened waterfront balcony with tropical views and outdoor dining

Living Room: Spacious retreat with modern furnishings and stunning waterfront views to unwind!

Bright coastal kitchen with spacious granite island and modern finishes

Bright king bedroom with crisp linens, TV, ceiling fan, and elegant decor

Resort-style pool with palm trees, loungers, and peaceful waterfront views

Riverside Relaxation. Waterfront, Pool, Pickleball, 2 Bath Condo

1 bedroom·2 baths

Marco Island • Florida

5(23 reviews)

$1,093.85 USD total for 4 nights

Nov 25 – 29, 2026

Bottlenose Pointe · Waterfront Sunrise · Dolphin Views · Beach Gear

Charming coffee bar with dual brewers, stocked pods, and elegant marble counter

Bottlenose Pointe · Waterfront Sunrise · Dolphin Views · Beach Gear

Bottlenose Pointe · Waterfront Sunrise · Dolphin Views · Beach Gear

Bottlenose Pointe · Waterfront Sunrise · Dolphin Views · Beach Gear

Bottlenose Pointe · Waterfront Sunrise · Dolphin Views · Beach Gear

1 bedroom·1 bath

Marco Island • Florida

$577.62 USD total for 3 nights

Oct 26 – 29, 2026

Birds-Eye view of main Paseo Pool

Poolside at the Tikki Bar. Order drinks and food poolside or sit at the bar with multiple TVs to watch sports.

upstairs balcony. Great for sunsets and cocktails.

upstairs balcony

Luxury 3BR Paseo Townhome | Resort Amenities

3 bedrooms·2½ baths

Fort Myers • Florida

4.89(19 reviews)

$8,529.75 USD total for 30 nights

Mar 31 – Apr 30, 2027

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

Oct 23 – 26, 2026