
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.

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, chef’s 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, it’s the perfect getaway for relaxation and play.

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.

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 Oasis | 10 min Beach • HTD Pool+5th Ave •Crib
Welcome to Your Naples Getaway! Why our home is perfect for your vacation: 🏖️ Beaches Nearby – Just a quick 10–15 minute drive to Via Miramar and Lowdermilk Beach. 📍Prime Location – Nestled on a peaceful street only 7 minutes from the iconic 5th Avenue. 🏡 Resort-Style Comfort – 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.

558 Sea Glass Cottage | New Pool | Mins 2 Beaches
Welcome to 558 Sea Glass Cottage! Soft shades of blue will make you feel like you're on a permanent vacation in this completely remodeled, beautifully decorated Cottage home. The Fully equipped with all of the comforts of home to ensure that you never need to leave. Located in the heart of the Vanderbilt Beach area, just minutes to the beaches & the Mercato Shopping & Dining District. This space is designed for our guests & their families to have everything they may need while on vacation.

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.

Modern Oasis Naples Park
Maple Shore Homes proudly offers Modern Oasis Naples Park - the epitome of tropical luxury living! This stunning designer home is close to beautiful Vanderbilt Beach, restaurants at Mercato, shopping, bike paths and more. Spread out amongst the 4 grand bedrooms each with an ensuite bathroom; Cook in the fully equipped chef's kitchen with stunning 18-foot ceilings; or step out into the ocean air with covered dining, a grill, lounge zone and a heated salt water pool & hot tub.

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings
Fabulous 500 block location. Just a short walk/bike ride to the beach. This exclusive layout w 2 master suites, large walk-in closets, and private baths. Every living space has been thoughtfully designed for large groups of 8-10 to gather and enjoy. The house is fully stocked. This includes a coffee maker, dishes, pots and pans, beach cruiser bikes, beach chairs, a wagon, etc. All you need is to pack your bags, sit back and relax...

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 wouldn’t wait.
Popular amenities for Collier County rentals with a pool
House rentals with a pool

Private Palm Oasis - Close to Beach

LUXE: Custom Beach Home w/Pool&Spa, Fire Pit, BBQ

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

Chic Pool Naples Beach House

Ninety 1 Naples 4bd Pool, near beach and Mercato!

Welcome to Piccolo Paradiso

Sunset Serenity | Heated Pool | SPA |5min Beach

Naples Park Luxury New Construction
Apartment rentals with a pool

Amazing New Seaside Condo-5 fl View -Best Building

Lely Greenlinks Golf Resort Luxury Condo

Lely Resort Luxury Condo-1 Spectacular Pool/Golf

Lush tropical 1st floor getaway in Naples

Beautiful Pool 5m to the Beach Downtown & Shopping

Waterfront View, Boat Dock, Pool Wildlife &Fishing

Newly renovated and beautiful condominium

Perfectly located Old Naples condo
Other holiday rentals with a pool

Sweet Home Ross | 5 min Beach | 8 PPL | Pool | BBQ

Luxury Golf Penthouse

Modern Home in Naples w/ Heated Pool

Beach House on pond w/ HEATED pool - sleeps 6

Naples Oasis: Cozy 2B/2BA Home w/Pool 10 Min Beach

Location! 3 beds/2 baths/pool/walk to restaurants/

Waterfront•Pools•Dining•Carport•Two Miles to Beach

Deluxe 2BD/2BR Resort Condo: Heated Pool | Golf
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- Naples Beach
- Lovers Key Beach
- Barefoot beach Bonita Springs,FL
- Clam Pass Park
- The Club at The Strand
- Tigertail Beach
- Bonita National Golf & Country Club
- Heritage Bay Golf & Country Club
- Spanish Wells Country Club
- Morgan Beach
- Panther Run Golf Club
- The National Golf & Country Club Ave Maria
- LaPlaya Golf Club
- Seagate Beach Club
- Cypress Woods Golf & Country Club
- Worthington Country Club
- The Quarry Golf Club Naples
- Esplanade Golf & Country Club of Naples
- Sanibel Island Northern Beach
- Spring Run Golf Club
- Park Shore Beach Park
- Talis Park Golf Club
- Bunche Beach
- Via Miramar Beach




