Holiday rentals with a pool in Ave Maria

4.96 out of 5 average rating, 111 reviews

Home in South Naples

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.

4.99 out of 5 average rating, 134 reviews

POOL HOUSE, CLOSE TO THE BEACH & DOWN TOWN NAPLES!

HEATED Pool home - Completely renovated home that comfortably sleeps 6 Only 5 minutes to the most desirable Beaches in the USA! Also very close to incredible restaurants, Publix, Target, Shopping, Parks and only 10 minutes to Downtown Naples. Flat-Screen TVs, Hi-Speed Internet, Comfy beds, modern and fully-stocked Kitchen. Very private and large pool with outside grill and patio furniture. Perfect for relaxing after a long day at the beach, we look forward to welcoming you to our HAPPY PLACE!

4.88 out of 5 average rating, 8 reviews

Apartment in Ave Maria

Luxury Golf Penthouse

Exceptions of 5-6 ppl x special requests. This new penthouse condo overlooks the immaculate golf course, clubhouse, and lake scenery in The National at Ave Maria. This luxury resort like living community offers top of the line amenities! The brand new pools, restaurants, gyms, and golf courses are waiting for you to enjoy ! The condo comes with a transferable golf membership for an additional cost at one of SWFL’s most desired golf courses. NO SMOKING PERMITTED NO PETS $200 fee for lost card

4.94 out of 5 average rating, 126 reviews

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

5 out of 5 average rating, 80 reviews

Hacienda El Encanto

This beautiful house is located in a breathtaking property that takes you away to a tropical paradise. Securely fenced with a private automated gate, the house is a perfect location to come relax, unwind, and enjoy the amazing outdoor space with a fully equipped outdoor kitchen and bar, pool, Jacuzzi, lounge chairs, and outdoor games. This property is located 23mi from Downtown Naples, 20mi from the beautiful Naples Beaches, 12mi from the Corkscrew Sanctuary, and 5mi from Publix, and CVS.

5 out of 5 average rating, 16 reviews

Modern Home in Naples w/ Heated Pool

Experience luxury in this newly renovated home with stunning lake views and southern exposure. The expansive lanai features a brand-new, oversized pool. Inside, enjoy all-new flooring, stainless steel appliances, quartz countertops, chic bathrooms, and a linear fireplace. Located in Berkshire Village, it’s 3 minutes from Berkshire Commons and 20 minutes from downtown Naples. Fully furnished with a two-car garage and lush landscaping, this home offers refined living and a relaxing retreat.

4.87 out of 5 average rating, 131 reviews

Guesthouse in Ave Maria

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 ‘n play available. Amenities in town include a waterpark with waterslides and swimming lanes, playgrounds, walking and bike trails, tennis and pickleball courts.

5 out of 5 average rating, 5 reviews

Pickleball, Pool, Hot Tub, Game room-Naples escape

Welcome to Naples Escape – A Luxurious Retreat in the Heart of Naples Set on 2.5 acres of meticulously landscaped grounds, this 4-bedroom, 4-bathroom estate combines elegant design and modern amenities for the ultimate getaway. Whether you’re planning a family gathering, a getaway with kids, a multi-generational reunion, or a peaceful retreat with friends, Naples Escape is the perfect destination for relaxation and recreation, conveniently located near Naples’ best attractions.

4.98 out of 5 average rating, 49 reviews

Backyard Escape | Entire house | Pool | Play area

Unwind at this peaceful and unique two-story guesthouse nestled on 2.5 serene acres in Naples, Florida. Enjoy a fully equipped kitchen, two comfortable bedrooms (king and queen), a spacious walk-in shower, large TV, Wi-Fi, family games, and beach essentials. Little ones are covered too—with a crib, baby gate, and more. Relax on the screened-in deck featuring a one-of-a-kind surfboard dining table. Guests also have full access to the pool and hot tub for the ultimate getaway.

Superhost

4.89 out of 5 average rating, 72 reviews

Peaceful estate- Saltwater Pool & Spa- Gym- Garden

Indulge in a piece of Old Florida in our Boho Chic estate combining mid-century modern esthetics with tropical flare. Complete with a whole house Reverse Osmosis system, a saltwater pool + spa, a sprawling carefully maintained property with hundreds of mature trees, you can enjoy Florida living in privacy and style. You'll have a beautiful master suite, a fully equipped kitchen, a 75" smart TV, several dedicated desks, a Weber grill, a fire pit, and numerous other amenities.

4.93 out of 5 average rating, 112 reviews

Venetian Photoshoot - 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.