Holiday rentals with breakfast in Collier County

4.97 out of 5 average rating, 38 reviews

A modern living area is shown, featuring a cozy sofa, a glass dining table, and large sliding doors that open to a scenic outdoor view. Natural light fills the space, highlighting decorative wall art and a stylish ceiling fan.

Apartment in Naples

Greenlinks Purple Orchid Luxury Villa-1st Flr/3bdr

Possible Temporary Pool Closure from June 22 for Equipment Upgrade This newly furnished and fully remodeled villa has been thoughtfully redesigned to create a relaxing and memorable vacation experience. New owners, we have invested in high-end appliances, stylish furniture, new beds and mattresses, updated kitchen essentials, fresh paint, and modern décor throughout the unit. Please note that the resort pool may be temporarily closed for a few weeks beginning June 22 due to equipment upgrades.!

ValueFamilyDecor

5 out of 5 average rating, 18 reviews

Home in Marco Island

Family Home w/6-Seat Golf Cart & Heated Pool

Relax with the whole family at Casa Azul, a peaceful Marco Island retreat just a short walk to Tigertail Beach or take an optional 2026 Bintelli golf cart ($100/day - $595/week). This 3BR + sleepable den (with dedicated workspace) sleeps 8 and features a private heated pool, spacious lanai with firepit & outdoor TV, and Smart TVs in every room. Family-friendly amenities include toys, bikes, kayaks, paddleboard, beach gear, and even golf clubs. A short drive to Marco Island restaurants and shops

FamilyLocationCleanliness

4.87 out of 5 average rating, 420 reviews

An outdoor patio is shaded by a large canopy. A dining table and chairs are set for relaxation, surrounded by potted plants. A welcome mat greets visitors at the entrance of the cozy studio retreat, leading into a serene wooded atmosphere.

Bungalow in Naples

Private Cozy Coastal Bugalow

Welcome to our woodsy coastal getaway! Located 15 minutes from the sunny beaches. An attached studio guest suite is peaceful & relaxing. Enjoy the mini kitchenette, private bathroom and entrance w/its own patio, along with parking. Take a walk down our long driveway sprinkled with close to 100 orchids that may be in bloom. Some bloom throughout the year and others only once a year. We are a friendly couple who welcome all visitors from around the world. We hope you enjoy your visit to Naples!

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A serene pool area features a natural stone waterfall cascading into the clear water. Lush tropical foliage surrounds the pool, enhancing the tranquil ambiance. The stonework is integrated into the landscape, creating a cohesive and inviting outdoor space.

5 out of 5 average rating, 28 reviews

Villa Cascata Mediterranean Home

Same Day Bookings-- Please Inquire First; Not guaranteed to be able to accommodate. Unique and updated, tropical oasis tucked into the ideal Vanderbilt Beach location! Villa Cascata is a Mediterranean-style home complete with a lush landscaped backyard oasis & waterfall pool. Located just 3/4 mi to popular Vanderbilt Beach. Primary: King. Guest Room Queen, Third bedroom has a twin over full bunk bed with a trundle (bunkroom has a total of 3 beds & can sleep 4). Extra Charges: Pets Pool Heat

ValueFamilyKitchen

4.99 out of 5 average rating, 146 reviews

A sunset view features a wooden pier stretching over waves, with silhouettes of people gathering at the end. Warm hues of orange and yellow illuminate the sky, creating a serene backdrop against the gently rolling ocean.

Apartment in Naples

Beach Vacation Getaway

Great for a couple with 1 -2 young kids or a getaway for 2 or a business traveler. Guesthouse is totally separate from the main house. Bedroom-king sized bed. Couch, 24 inch high twin air mattress and ottoman w/ twin sized bed. Fully screened lanai/Indoor HEATED private pool/w 8ft wall (swim at your own risk). No pets. WiFi/cable TV. 10 minute drive to the beach/shopping. Walking/biking/jogging path. 4 bikes-(ride at your own risk)/BBQ grill/continental breakfast/a variety of snacks/beverages

LocationFamilyTV

Superhost

Condo in Marco Island

New place to stay

South Seas Tower 3 1405 Marco Island

Experience the ultimate beach getaway at this freshly renovated 14th-floor condo in South Seas Tower 3 on Marco Island. This stunning 2-bedroom offers breathtaking Gulf-front views and direct beach access—perfect for families or groups. Enjoy a fully equipped kitchen and luxurious finishes, plus resort amenities including a communal pool, tennis and pickleball courts, and gym. Relax on your private balcony or explore the shoreline for an unforgettable Florida vacation.

FamilyAmenitiesBeach

4.86 out of 5 average rating, 728 reviews

The kitchen features a dark granite countertop with a sink and modern appliances. A small bar with a stool is present, alongside a dining table set for two. Natural light fills the space through a nearby window, highlighting the inviting layout.

Home in Fort Myers

Vacation House Next To Sanibel Island And Captiva

Stay on adventure's doorstep! Biking distance (5 miles) to FMB and Sanibel island (beaches, salt water fishing, paddle boarding, kayaking ). Are guests enjoy free amenities: 1. Coffee, tea and water 2. Bikes, Paddle boards 2 3. Beach chairs (Rio - Beach) 4. Beach umbrella 5. Cooler and beach towels 6. Secured Wi-Fi 7. Amazon TV, Hulu, Disney +, ESPN + and Netflix 8. Parking for two cars 9. Washer and dryer 10. BBQ 11. Kids toys and books and more....

FamilyValueIndoor spaces

The lanai features a heated pool surrounded by a spacious screened enclosure, offering views of lush landscaping and a serene lake. Sunlight reflects off the water, creating a relaxing atmosphere. Landscaping includes ornamental plants and palm trees, enhancing the tranquil setting.

5 out of 5 average rating, 36 reviews

Briarwood Paradise - The Briarwood Rental Company

Welcome to your own private vacation paradise. Located in the private gated community of Briarwood, this tastefully decorated lake front home has a split floor plan and offers an expansive lanai with direct access from the master bedroom and the living room. Enjoy free community amenities including two pools, tennis, pickleball and basketball courts, and playground equipment. Located just 10 mins from downtown Old Naples and beautiful local beaches.

ValueFamilyPool

Superhost

5 out of 5 average rating, 3 reviews

Luxury 3BR Ole Resort | Steps to Amenities

Experience refined Naples living in this spacious two-story retreat at Olé at Lely Resort. Just a short walk to the pool and main amenities, this 3-bedroom + large office home blends privacy with resort convenience. Enjoy open-concept living on the main floor, with all bedrooms upstairs for added comfort. Relax on the screened front porch and unwind in a beautifully furnished home designed for extended stays and effortless Florida living.

LocationPoolCleanliness

4.85 out of 5 average rating, 46 reviews

A bright and airy sitting area is presented with a view of the beach through expansive screened windows. Comfortable seating includes two chairs and a table, with soft colors enhancing the tranquil ambiance. The ceiling fan adds a cooling touch to the space.

Home in Sanibel

Premier Beachfront Residence at Villa Sanibel

Don't miss out on the opportunity to experience this beachfront condo in the exclusive Villa Sanibel development. Featuring a walkout patio facing the beach, you can quite literally roll out of bed onto the beach. Featuring two large bedrooms, two upgraded bathrooms, a well appointed kitchen, a spacious patio, access to fantastic amenities and your very own private beach access, this unit is a beachgoer's dream.

FamilyLocationAir conditioning

An outdoor living space features a screened lanai overlooking a pool. Comfortable loungers are positioned around the pool. A dining table with multiple chairs is set under a ceiling fan, complemented by a large area rug. The scene is bathed in natural light.

4.99 out of 5 average rating, 139 reviews

Sunside House, 3/2 Pool Home in Gated Community

Prepare to be impressed as you enter this beautiful home in the sought-after Community of Briarwood. It certainly has the 'WOW' factor. The open aspect of this great-room floor plan, which flows out to a large, very private SW facing Patio and Pool area, makes this a perfect home for entertaining, family time or your golf time. You will love how light, bright and spotless this gorgeous home is. So much NEW.

ValueFamilyCheck-in

Luxe