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 22 – Oct 20, 2026

The Naples Luxe Retreat | Game Room • Heated Pool
The Naples Luxe Retreat | Game Room • Heated Pool
The Naples Luxe Retreat | Game Room • Heated Pool
The Naples Luxe Retreat | Game Room • Heated Pool
The Naples Luxe Retreat | Game Room • Heated Pool

The Naples Luxe Retreat | Game Room • Heated Pool

4 bedrooms·4 baths
Naples • Florida

$2,742.26 USD total for 3 nights

Sep 22 – 25, 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

Sep 22 – Oct 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)

$1,626.08 USD total for 7 nights

Sep 22 – 29, 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)

$687.13 USD total for 3 nights

Oct 13 – 16, 2026

Waterfront Sunrise · Dolphin Views · Beach Gear
Charming coffee bar with dual brewers, stocked pods, and elegant marble counter
Waterfront Sunrise · Dolphin Views · Beach Gear
Waterfront Sunrise · Dolphin Views · Beach Gear
Waterfront Sunrise · Dolphin Views · Beach Gear

Waterfront Sunrise · Dolphin Views · Beach Gear

1 bedroom·1 bath
Marco Island • Florida

$659.96 USD total for 3 nights

Oct 8 – 11, 2026

Outdoor Living
Heated Pool
Bedroom
Island
Dining Area

Retreat by the Beach with Pool, Spa & Fire Pit

4 bedrooms·3 baths
Bonita Springs • Florida

$1,467.40 USD total for 3 nights

Sep 22 – 25, 2026

Blue Diamond Beach Home
Blue Diamond Beach Home
Blue Diamond Beach Home
Blue Diamond Beach Home
Blue Diamond Beach Home

Blue Diamond Beach Home

4 bedrooms·4 baths
Bonita Springs • Florida
5(15 reviews)

$2,662.84 USD total for 3 nights

Sep 22 – 25, 2026

Sea La Vie Beach House
Sea La Vie Beach House
Sea La Vie Beach House
Sea La Vie Beach House
Sea La Vie Beach House

Sea La Vie Beach House

4 bedrooms·2 baths
Bonita Springs • Florida
5(9 reviews)

$1,497.41 USD total for 3 nights

Nov 10 – 13, 2026

Maroon yourself on beautiful Marco!
One of the complexes heated, salt water pools
Marco is truly "heavenly"
Grab a bite or your laptop
Rackets and balls in the condo for your use

Marooned on Marco Island

1 bedroom·1 bath
Marco Island • Florida

$1,005.80 USD total for 6 nights

Oct 4 – 10, 2026

Fully FURNISHED TURNKEY townhouse with carport
Fully FURNISHED TURNKEY townhouse with carport
Fully FURNISHED TURNKEY townhouse with carport
Fully FURNISHED TURNKEY townhouse with carport
Fully FURNISHED TURNKEY townhouse with carport

Fully FURNISHED TURNKEY townhouse with carport

2 bedrooms·2½ baths
Bonita Springs • Florida

$2,787.50 USD total for 30 nights

Sep 22 – Oct 22, 2026

Pelican’s Perch
Pelican’s Perch
Pelican’s Perch
Pelican’s Perch
Pelican’s Perch

Pelican’s Perch

3 bedrooms·2½ baths
Bonita Springs • Florida

$1,200.00 USD total for 3 nights

Sep 22 – 25, 2026

Bonita Beach Villa
Bonita Beach Villa
Bonita Beach Villa
Bonita Beach Villa
Bonita Beach Villa

Bonita Beach Villa

3 bedrooms·2 baths
Bonita Springs • Florida
5(13 reviews)

$727.05 USD total for 3 nights

Sep 22 – 25, 2026

Sally's Seaside Escape
Sally's Seaside Escape
Sally's Seaside Escape
Sally's Seaside Escape
Sally's Seaside Escape

Sally's Seaside Escape

1 bedroom·1 bath
Bonita Springs • Florida
4.96(23 reviews)

$540.60 USD total for 3 nights

Oct 15 – 18, 2026

Marco Premium Escape/Waterfront
Marco Premium Escape/Waterfront
Marco Premium Escape/Waterfront
Marco Premium Escape/Waterfront
Marco Premium Escape/Waterfront

Marco Premium Escape/Waterfront

3 bedrooms·3 baths
Marco Island • Florida

$2,140.15 USD total for 3 nights

Sep 22 – 25, 2026

Marco Luxe Retreat / Waterfront
Marco Luxe Retreat / Waterfront
Marco Luxe Retreat / Waterfront
Marco Luxe Retreat / Waterfront
Marco Luxe Retreat / Waterfront

Marco Luxe Retreat / Waterfront

3 bedrooms·3 baths
Marco Island • Florida

$2,140.15 USD total for 3 nights

Sep 22 – 25, 2026

Heated Pool
Covered Patio + Fire Table
Breakfast Bar
Margarita Machine
Endless Yard Games & Adirondack Chairs

Villa Bonita - Pool, Hot Tub, Fire Pit

3 bedrooms·2 baths
Bonita Springs • Florida

$1,222.00 USD total for 3 nights

Sep 22 – 25, 2026

Lanai and pool area with plenty of outdoor seating, outdoor kitchen, and firepit.
Mediterranean Manor • Downtown Bonita Springs
Mediterranean Manor • Downtown Bonita Springs
Mediterranean Manor • Downtown Bonita Springs
Master bedroom with en suite bathroom.

Mediterranean Manor • Downtown Bonita Springs

3 bedrooms·2 baths
Bonita Springs • Florida
5(42 reviews)

$2,525.89 USD total for 3 nights

Dec 31, 2026 – Jan 3, 2027

NEW! Modern & Cozy Villa Riverpearl, Private Pool,
Oversized, Heated Saltwater Pool
Master Bed Room, King Sized Bed
Master Bed Room, King Sized Bed
Master Bathroom with bathtub

NEW! Modern & Cozy Villa Riverpearl, Private Pool,

4 bedrooms·2½ baths
Bonita Springs • Florida

$1,809.30 USD total for 4 nights

Sep 22 – 26, 2026

The floors are really something to behold.
Dining area below the gorgeous chandelier.
Laguna De Magnifico
Laguna De Magnifico
Windows galore, each with an incredible view. This city view at night is amazing

Laguna De Magnifico

2 bedrooms·2 baths
Marco Island • Florida
4.97(29 reviews)

$2,251.04 USD total for 7 nights

Oct 3 – 10, 2026

Take a dip in the pool, soak in the hot tub, enjoy a meal on the patio, take a snooze on the outside couch. You may never want to leave the backyard!
Back Yard - Fire Pit
The poolside loungers are calling for you!
Save the luggage and trunk space! We have many of the supplies you will need for a day at the beach.
A giant game of outside Jenga is fun for the whole crew!

Oasis in the Palms - Pool, Hot Tub, Beach Gear!

3 bedrooms·2 baths
Bonita Springs • Florida

$1,099.34 USD total for 3 nights

Sep 27 – 30, 2026

Spacious living area, sofa bed sectional, Samsung Smart TV, balcony, electric FP
Enjoy your morning coffee or afternoon cocktail overlooking the Gulf of Mexico
Well stocked kitchen with all you need to prepare meals
Stunning sunsets from the balcony, living area and primary bedroom
View of the large pool and sundeck from the balcony

La Bella Vita on Marco - 1801

2 bedrooms·2 baths
Marco Island • Florida
5(9 reviews)

$2,161.46 USD $2,068.98 USD total for 7 nights

Sep 22 – 29, 2026

Mesmerizing dinner overlooking the Gulf of Mexico
Bright, light and views abound from every corner
Captivating sunset all year long from the entire condo
Large, heated pool with loungers
Stylish and comfortable King Primary Bedroom

La Bella Vita on Marco - 1812

2 bedrooms·2 baths
Marco Island • Florida

$2,728.47 USD total for 7 nights

Oct 23 – 30, 2026

Kitchen open to counter seating, dining and living room, all with ocean views
Endless balcony sunsets
70" smart tv, cable, blu ray DVD with large collection of DVDs, board games
Balcony views of amazing pool, Gulf of Mexico and Tigertail Beach
Soothing primary suite with comfy king bed and balcony with Gulf views

La Bella Vita on Marco - 1802

2 bedrooms·2 baths
Marco Island • Florida

$2,144.57 USD $2,052.94 USD total for 7 nights

Sep 22 – 29, 2026