
Holiday rentals with a pool in Collier County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Collier County
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

New Home, 6 Beds, Heated POOL / Game Room
Park in the driveway and enter through the front double doors to a newly and completely updated Home with 3bedrooms and 3 full bathrooms located just 7 miles from the trendy 5th avenue south, white sanded beaches and the famous Naples pier; This private and MODERN exquisite home has everything you need to enjoy an endless summer alike stay. Heat for the Pool Available EXTRA $ October to May $40 EXTRA per each night stay May to September $30 EXTRA per each night stay. Game Room and and Gym area.

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

Magical Gateway in Naples FL
You'll fall in love with this tinny but magical place in the heart of Naples, modern open concept,high end finishes, a lot light, 2 BR queens beds, fine blinens, full bathroom with marble, enclosed pool, spacious back yard and a wood burning fire pit, 2 parking spaces just few steps from your front door. This place is near to all Naples has to offer, beautiful beaches, dining & nightlife, it is only 3km from the beach, 3 km from 5th ave in Old Naples and less than a mile from shopping centers.

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

LUXE: Beach Home w/ Screened Pool & Spa, BBQ
This 2,000-square foot stunner has a saltwater pool, hot tub, two-car garage, three bedrooms and four bathrooms. There are bikes and beach accessories on site to take to the beach. Guest who is booking the reservation must be 26 years or older. There is a fee of $100/night per person for any guest over 7 in total up to a maximum of 9 guests. For example, if you have 8 guests, then the extra charge will be $100 per night. Please enter the exact number of guests before completing your booking.

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater
Contact us for seasonal discounts! Escape to a tropical paradise at JK2Properties' 2BR/2BA property. Enjoy a luxurious master suite, cozy second bedroom, fully equipped kitchen, relaxing living room, and private balcony. Located in one of Naples's most exclusive complexes with amenities like pools, full fitness center, golf simulator, movie theater, meeting spaces, and more! Minutes from beaches, shopping, restaurants, and Great Wolf Lodge. The perfect retreat for relaxation and convenience.

Pool Home Minutes to the Beach
Enjoy our family’s bright, renovated home and experience indoor/outdoor Florida living at its best! The open floor plan living area has high vaulted ceilings and fully-retractable glass sliders that open out to a beautiful, south-facing lanai featuring a brand-new, heated, salt-water pool complete with a waterfall-edge spa, a sun shelf and in-pool loungers! Perfect for entertaining and outfitted with all new outdoor furniture including a new sofa & lounge chairs, dining table & grill.

Chic Top-Floor Condo: Gulf & Sunrise Views
Escape to our chic, top-floor condo where you can swap the hustle for flip-flops and indulge in dolphin sightings. Immerse in relaxation at our heated pools or unwind in the hot tubs - all while savoring views of Factory Bay. Head over to Dolphin Cove Marina for a boat rental and venture out to fish or shell under the sun. Culinary delights await at 9 top-rated eateries within a stroll in Olde Marco. With beach access close by, our condo is your gateway to island amenities galore.

Island lifestyle family vacation home (Salt Pool)
A stylish, brand new island home perfect for vacationing with your own private heated pool. The West Hilo Home sleeps 8 and is within 3 blocks of local restaurants that feature dining on the water in sunny Isles of Capri. Enjoy laid back island life- including kayaking, boating, fishing and jet skiing just minutes away. Neighboring Marco Island is less than 10 minutes by car and famous for their powder white sand beaches. Or relax at home grilling by the pool while the sun sets.

Pool Bikes & Beach | Paddle Board Included
We welcome your family of up to 2 adults & 3 children. You will be close to sandy beaches, great restaurants and shopping at this great North Naples Location. Just a few minutes from Vanderbilt Beach and Wiggins Pass Park. You will love all the great amenities and be able to relax in this brand new clean apartment. Amenities, Bikes, paddle board, beach wagon and beach towels. Very easy to check-in, you will have your own private entrance and private one car parking available.

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

Heated Pool with Outdoor Kitchen in Prime Location
💰No nickel & diming — AirBnb & cleaning fees in nightly rate! 🏠Newly renovated & professionally designed 👙Amazing pool and outdoor kitchen (including grill, pizza oven, fridge)! 🏖️4 mins to beach 🌊Beach chairs, umbrellas, beach wagon & bikes 🐶Low pet fee; we love our 4-legged guests! ✅Fully stocked chef’s kitchen 🛌🏽Super comfortable beds for ultimate comfort and sleep 💻 High speed internet with dedicated workspace 😊24/7 local & professional host support!
Popular amenities for Collier County rentals with a pool
House rentals with a pool

Private Palm Oasis - Close to Beach

FULL Reno LARGE Beach House w/ Pool & Spa

Total Haven on Marco Island

Gulf Haven Hideaway: Naples 4BD Oasis - Pool + Spa

The WaterSun Oasis - Luxury Private Pool & Spa

Walk to Beach • Heated Pool+Cleaning fee Included

Luxury Modern Coastal Home w/ Pool & Game Room

3 bed home w/ beautiful pool in tropical paradise
Condo rentals with a pool

Riverside Paradise!

Cool Condo for your Cozy Stay in Lely Resort

Seahorse, By The Beach

2BD Luxury Seaside Escape-Breathtaking Views-Pool!

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Bonita Beach and Tennis 3907 - Ocean Views

Casa Bonita - Relax @ The Beach (Newly Remodeled)

Perfectly located Old Naples condo
Other holiday rentals with a pool

Serenity Studio: Waterfront & Wildlife Everglades

"Granada"1.5 Miles to the Beach,10 Min to Downtown

Lovely 2-bedroom condo with pool

Luxury Golf Condo

The Lely - 2 Kings - Heated Pool

Welcome to Little Paradise

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)

Naples Coastal Retreat
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- Naples Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Club at The Strand
- Bonita National Golf & Country Club
- Tigertail Beach
- Heritage Bay Golf & Country Club
- Spanish Wells Country Club
- Morgan Beach
- Seagate Beach Club
- Cypress Woods Golf & Country Club
- The National Golf & Country Club Ave Maria
- Panther Run Golf Club
- LaPlaya Golf Club
- Worthington Country Club
- The Quarry Golf Club Naples
- Esplanade Golf & Country Club of Naples
- Park Shore Beach Park
- Sanibel Island Northern Beach
- Spring Run Golf Club
- Talis Park Golf Club
- Bunche Beach
- Via Miramar Beach
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