
Holiday rentals with a pool in Collier County
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Top-rated rentals with a pool in Collier County
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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.

Pool House+Game Room, Moments to Beach & Downtown
Welcome to our Happy Place! This fully renovated Naples retreat sleeps 6 and blends modern comfort with family fun. Enjoy a bright open-plan living area, chefās kitchen, and 3 bedrooms including a master with pool access. Step outside to your private screened oasis with heated pool, lounge seating, grill, canal and golf course views. The garage game room offers ping-pong foosball & arcade basketball. Just minutes to beaches, dining, and downtown, itās the perfect getaway for relaxation and play.

LUXE Oasis | HTD Pool⢠10 min Beach +5th Ave ā¢Crib
Welcome to Your Naples Getaway! Why our home is perfect for your vacation: šļø Beaches Nearby ā Just a quick 10ā15 minute drive to Via Miramar and Lowdermilk Beach. šPrime Location ā Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. š” Resort-Style Comfort ā Relax in our fully screened lanai featuring: ⢠Heated private pool ⢠Luxury chaise loungers ⢠Outdoor TV ⢠Gas grill for BBQ nights Unwind with a cocktail, take a sunset dip, or simply kick back under the stars!

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.

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)
Tranquil Naples Oasis: 5 Miles to Beaches! Updated, family-friendly 4BD/3BA home, just 5 miles from Lowdermilk, 5th Ave, and Clam Pass beaches. Quiet, safe, gated cul-de-sac community with sports amenities. Relax in our screened lanai: salt pool, grill, loungers, egg chairs, indoor/outdoor flow. Perfect for family gatherings and relaxing afternoons. Enjoy white linens, a fully stocked kitchen, and easy access to all Naples has to offer, 15 minutes away! Your perfect family getaway awaits!

Cozy, private two-room suite
A cozy, modern space in a family-friendly town. This two-room apartment with private entrance is in walking distance of the University, restaurants, shops and a Publix grocery store. Equipped with kitchenette. Smart tv in living area. A queen-sized bed with a full bathroom and a walk-in closet. Twin air mattress and Pack ān play available. Amenities in town include a waterpark with waterslides and swimming lanes, playgrounds, walking and bike trails, tennis and pickleball courts.

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.

La Dolce Vita
Escape to our charming single-family home, where comfort meets luxury in a serene setting. This delightful retreat features three spacious bedrooms, perfect for families or groups seeking a relaxing vacation. Step outside to discover your private oasis: an inground heated pool complete with a rejuvenating hot tub, ideal for unwinding after a day of exploration, enjoy al fresco dining, with ample seating to savor meals together while soaking in the beautiful Florida sunsets.

Bonita Retreat: Heated Pool - Minutes to Beach
We know that youāll love it here ā whether you spend your time lounging by our pool, or at beautiful Barefoot Beach, less than 3 miles away. Our home is close to everything, so many beautiful beaches, great shopping and world class restaurants. If dining-in is more your thing, you will have a fully stocked kitchen with every amenity you could wish for. This is our own vacation home, so weāve made every effort to make it as comfortable and convenient as possible.

699 Gulf Breeze Oasis Ā· NEW Heated pool w Sundeck
Welcome to 699 Gulf Breeze Oasis! Come in and stay in our fully remodeled, contemporary vacation home or relax in our NEW heated pool! Featuring a gorgeous, waterfall fountain & sun deck surrounded by lush tropical foliage. 699 Gulf Breeze Oasis is your bound to be your newest, completely private vacation home! Located just a mile to world class, white sand beaches, waterfront dining, live entertainment and open air shopping! We look forward to hosting you!

Turtle Bungalow
Wake up to a chorus of singing birds under the splendid South Florida weather. Brew a coffee in the privacy of your bungalow, and get ready to seize the day. After a fun day at the beach or a productive working session, Turtle Bungalow will be perfect for the relaxation you need. Sit outside and enjoy the peaceful backyard view, pool, and the sweet afternoon breeze. The sun is warm, flowers are blooming⦠I wouldnāt wait.

Private Oasis in the ā„ of Naples āHeated Pool/Spaā
Escape to The Private Oasis in the heart of Naples! ā Welcome to 2,279 square feet of modern and elegant furnishings ā Minutes to 5th Avenue, Tin City, Beach, Zoo, and Pier ā Fully equipped kitchen fit for the chef at heart ā Dine and unwind poolside in the enclosed lanai ā Take a dip in the heated pool and spa ā Grill masters will love the outdoor kitchen & bluetooth speakers ā Click the ⤠to add listing to wishlist!
Popular amenities for Collier County rentals with a pool
House rentals with a pool

Luxurious 4-Bed Pool Home with Dock & Gulf Views,

Luxury Design/Water-Heater-Pool/Pet friendly

Fun-Filled Retreat: Pool, Game room, pets welcome!

Coastal Getaway *Heated Pool *3 King Rooms

Luxurious "Villa Nella"

Sunset Serenity | Heated Pool | SPA |5min Beach

Magical Gateway in Naples FL

Luxurious Naples Home. Heated Pool. Mins to Beach.
Apartment rentals with a pool

Riverside Paradise!

Amazing New Seaside Condo-5 fl View -Best Building

Gulf Views & Sunsets | Estero Beach Tennis 206C

Ft Myers Beach & Lovers Key State Park- FANTASTIC!

Lush tropical 1st floor getaway in Naples

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Waterfront View, Boat Dock, Pool Wildlife &Fishing

Newly renovated and beautiful condominium
Other holiday rentals with a pool

$150 (no pool Sep-Oct): Beachfront w/amazing views

Tropical Dream 2BR/2BA w./ Pool, Gym, and Theater

Charming 3BR Lake Home w/ Pool, Hot Tub & Fire Pit

Best of Florida 2025 | Front Corner Unit | Views!

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

Spacious Luxury Home with Heated Pool and Hot Tub

Luxury Golf Condo

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