
Holiday rentals with a pool in Collier County
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Top-rated rentals with a pool in Collier County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Luxury Design/Water-Heater-Pool/Pet friendly
Casa Vivir la Vida is a newly renovated home with luxury upgrades to ensure you with the most relaxing stay. - Heated Pool with Retro Design - 15 Min to Vanderbilt Beach area - 15 Min to Mercato Shops and Restaurants. - Designed for Families - Pet Friendly - Designe for up to 10 people, 3 bedrooms, 2 bathrooms, 5 beds and a futon - Free Parking - Laundry In Unit - Fully Equipped Kitchen - Huge Backyard with Gazebo. - Fast Wifi - Residential Neighborhood. - Barbecue Grill - 24/7 Available Hosts

Park Shore Resort Modern Top Floor 2 Bed 2 Bath
You have found THE BEST condominium in Naples! This wonderful and tranquil get-away is set in a tropical paradise in the heart of Park Shore. A modern 2 bedroom, 2 bath with one king bed, two twin beds and one sofa bed, sleeps 6 people. This top floor unit with elevator gives you a breath-taking view over a beautiful resort which offers heated pool, tennis, pickleball, and poolside restaurant Hogfish Harry. The beach is only a mile away! Let us welcome you to your own personal piece of paradise!

Waterfront View, Boat Dock, Pool Wildlife &Fishing
Unique Waterfront Condo & Gorgeous Intercoastal Views, Wildlife, Fishing, Boat Dock. One block from Snook Inn! Adjacent Pool Steps Away from Back Patio. NEWLY REMODELED! Pool & Patio Overlook Beautiful Waterfront, Dolphins, Manatees, Exotic Birds. Main Floor with no steps. If you love water and WILDLIFE, this place is for you! Fishing on the dock-Fishing Poles and Tack Supplied, pull your boat right to the back door. TONS of wildlife. Dock is lit at night, watch the sea life! NON SMOKING UNIT

Lush tropical 1st floor getaway in Naples
Whether you're looking for a family-oriented or quiet, romantic vacation, we've got you covered! Our unit is tucked away at the south end of our complex where the trickle of the waterfall outside your lanai is the perfect backdrop to enjoying your morning coffee or perhaps a vacation cocktail! Our unit is completely remodeled in an updated coastal-chinoiserie style that is a combo of classic and contemporary, but also livable (we have two young children). Perfect backdrop to your time in SW FL!

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

By the Beach and 5th - Studio Apartment with Pool
Great location! Newly renovated! A studio guest apartment with your own private entrance, full kitchen & bath! A non-smoking home only 1 mile from the beach, 5th Ave dining & shops, the mall, the zoo, beautiful Baker Park, and that's not all- Only steps away are local restaurants and shops! Bikes and beach equipment included! Did we mention there's also a pool? Or that you can sing along to your fave tunes in the shower via a Bluetooth speaker? This home is 325 square feet of clean cuteness!

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples
Lovely Pool/Spa bungalow, located in Naples Park, 1.5 miles from Vanderbilt Beach. Across the street from Marcato shopping center, Whole Foods, Cinema, restaurants and clubs. The unit is in pristine shape and features elegant furnishings and decor, tile floors throughout, granite counters in the kitchen, stainless steel appliances, impact windows and all white linens. Private screened in patio at the front and shared backyard area with pool/spa and BBQ. King Bed and Queen Sleeper Sofa.

Beautiful Pool 5m to the Beach Downtown & Shopping
**Condo - Naples Modern Retreat** Welcome to Naples Modern Retreat, a fully renovated 2 bedroom, 2 bathroom condo nestled in a Tennis Resort in the heart of Naples, Florida. 6 miles to downtown and the beaches. This property offers a harmonious blend of scenic views including beach, canal, garden, lake, marina, ocean, pool, and resort vistas, ensuring a stay full of breathtaking beauty and modern luxury. ** Popular Amenities ** 2 bicycles, 5 beach chairs and umbrella

Cozy studio 1.3 miles to Barefoot Beach
Very inexpensive way to get close to the beach and still have complete privacy! Whole unit-Share nothing. Small and cozy studio/room 12x19 with a refrigerator, microwave, air conditioner, full bath, suitable to more or less sleep. Queen size bed. Closet and dresser. This is a separate guest room with a private entrance not connected to another unit. Located in an adorable tropical feel complex in a seafoam green building.

566 Sea Esta Palms | Private Pool & Minutes2Beach
Welcome to 566 SeaEsta Palms! Channel the brilliance & serenity of the shore at SeaEsta Palms with shades of sky & sea. Life will feel like a permanent vacation in this beautifully decorated pool home. SeaEsta Palms is freshly updated & fully equipped with all of the comforts of home. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District.

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Beach within steps of this beautifully remodeled condo! DOC's restaurant & jet ski rentals, directly across the street. Beach gear available along with a cart to transport. Luxurious king size bed with extra plush mattress topper. Queen size sofa bed. Our studio will sleep up to 3 people (2 adults, 1 child) Newly refurbished pools opened April 2nd 2025.

Seaside Coastal Condo
Wonderful Contemporary Coastal Condo in the complex. The condo complex has 2 large heat pools and spas overlooking the waterfront. Tennis courts and outdoor grilling areas are out the door of the unit! This Condo is the closest to the water in the complex (building D). You will be amazed!
Popular amenities for Collier County rentals with a pool
House rentals with a pool

The WaterSun Oasis - Luxury Private Pool & Spa

Cathedral Heights

LUXE Oasis | HTD Pool •10 min Beach +5th Ave •Crib

Coastal Getaway *Heated Pool *3 King Rooms

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

Private Heated Pool | Playset | Near the Beach!

Flamingo Paradise 4 min walk from Beach Access.

Beachy Chic house Free bikes/SUPs Less mile beach
Apartment rentals with a pool

Beachfront @ Elevate in the Sun!

Oceanview Oasis on Bonita Beach Bld3 Floor5

Bonita Beach and Tennis 1903

Apollo Beach Front! Sunset Views!Remodeled! 802

Best of Florida 2025 | Front Corner Unit | Views!

Lely Greenlinks Golf Resort Luxury Condo

Beautiful 8th Floor Gulf View Condo

Oceanview unit. Completely remodeled pool is open!
Other holiday rentals with a pool

Amazing View of Sanibel Harbour

Renovated Studio Steps to Naples Beach & Downtown!

Beach House on pond w/ HEATED pool - sleeps 6

Serenity at GreenLinks

Beach Cottage

Naples Oasis: Heated Pool 85F & 10 Min to Beach

Seashell Retreat, your place to relax and enjoy

Serene Heated Pool Retreat - BBQ & Outdoor TV
Destinations to explore
- Rentals with a fireplace Collier County
- Rentals with breakfast Collier County
- Private suite rentals Collier County
- Serviced apartment rentals Collier County
- Holiday home rentals Collier County
- Smoking-friendly rentals Collier County
- Rentals with a kayak Collier County
- Apartment rentals Collier County
- Resort rentals Collier County
- Flat rentals Collier County
- Guest house rentals Collier County
- Rentals with a cinema Collier County
- Luxury rentals Collier County
- Rentals with a hot tub Collier County
- Pet-friendly rentals Collier County
- Rentals with a sauna Collier County
- Tiny house rentals Collier County
- Rentals with lake access Collier County
- Rentals with beach access Collier County
- Rentals with a patio Collier County
- Rentals with an accessible-height toilet Collier County
- Boutique hotels Collier County
- Rentals with a firepit Collier County
- Waterfront rentals Collier County
- Rentals with a washing machine and dryer Collier County
- Hotel rooms Collier County
- Fitness-friendly rentals Collier County
- Townhouse rentals Collier County
- Beachfront rentals Collier County
- Loft rentals Collier County
- House rentals Collier County
- Motorhome rentals Collier County
- Rentals with outdoor seating Collier County
- Family-friendly rentals Collier County
- Villa rentals Collier County
- Cottage rentals Collier County
- Rentals with an EV charger Collier County
- Rentals with pools Florida
- Rentals with pools United States
- Naples Beach
- Lovers Key Beach
- Marco Island Public Beach Access
- Clam Pass Park
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Bonita National Golf & Country Club
- Esplanade Golf & Country Club of Naples
- Bunche Beach
- Edison & Ford Winter Estates
- Talis Park Golf Club
- Delnor-Wiggins Pass State Park
- Stonebridge Country Club
- Manatee Park
- Big Cypress National Preserve
- Bonita Beach Dog Park
- Four Mile Cove Ecological Preserve
- Coconut Point
- Florida Gulf Coast University
- Tarpon Bay Beach
- Naples Botanical Gardens
- Imag History & Science Center
- Six Mile Cypress Slough Preserve
- Koreshan State Park
- Things to do Collier County
- Nature and outdoors Collier County
- Things to do Florida
- Entertainment Florida
- Tours Florida
- Food and drink Florida
- Art and culture Florida
- Sports activities Florida
- Nature and outdoors Florida
- Wellness Florida
- Sightseeing Florida
- Things to do United States
- Tours United States
- Wellness United States
- Sports activities United States
- Sightseeing United States
- Entertainment United States
- Food and drink United States
- Art and culture United States
- Nature and outdoors United States




