
Vacation rentals with a pool in Glades
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Glades
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 Oasis | HTD Pool• 10 min Beach +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!

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.

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.

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.

Everglade Isle Palms Condotel w/ Pool & Boat Ramp
It’s island time! Welcome to your home base for exploring the Florida Everglades. With all the comforts of home, our Condotel will be your ideal vacation spot. Explore Everglades National Park, the 10,000 islands, airboat tours, and more! Bring your boat or rent one for saltwater, brackish, & freshwater fishing- all from this unique & pristine area. Located in the heart of town, you’ll be in walking distance of several restaurants, ice cream parlors, and the grocery store.

⭐ Rare Waterfront Western Exposure Vacation Home
This dream getaway home is located in the heart of Marco Island with everything you need for an unforgettable trip! Enjoy the convenience of being only minutes away from South Marco Beach, with its white sand and clear blue skies, and the best restaurants such as Da Vinci's, Marco Prime, The Snook Inn, The Oyster Bar and shopping on the Island! Wind down your day watching breathtaking Western exposure sunsets from your own waterfront patio and dock...

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.

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.
Popular amenities for Glades rentals with a pool
House rentals with a pool

The WaterSun Oasis - Luxury Private Pool & Spa

Walk to Vanderbilt Beach, Pets, 2 Mstrs w Kings

675 FantaSea | New Heated Resort Pool & Fire Pit

Cathedral Heights

Relaxation on the water Monthly discounts! Inquire

JAmbers Marco Island Home w/Heated Pool

Sunset Serenity | Heated Pool | SPA |5min Beach

Waterfront with resort style pool/hot tub/fire pit
Condo rentals with a pool

Riverside Paradise!

Marco Beach Ocean Resort 707

Gulf Views & Sunsets | Estero Beach Tennis 206C

Lush tropical 1st floor getaway in Naples

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Bonita Beach and Tennis 3907 - Ocean Views

Newly renovated and beautiful condominium

Easy Breezy.
Other vacation rentals with a pool

Adorable Cottage with Heated Pool -Jaccuzi - Sauna

November special: Beachfront unit w/amazing views

Green Links Retreat

Naples Tyme Retreat

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

Lovely 2-bedroom condo with pool

The Lely - 2 Kings - Heated Pool

Salt Pool Oasis: 5 Miles to Beaches (4BD/3BA)
When is the best time to visit Glades?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $263 CAD | $302 CAD | $274 CAD | $234 CAD | $161 CAD | $147 CAD | $189 CAD | $169 CAD | $161 CAD | $164 CAD | $180 CAD | $187 CAD |
| Avg. temp | 18 °C | 20 °C | 21 °C | 24 °C | 26 °C | 28 °C | 29 °C | 29 °C | 28 °C | 26 °C | 23 °C | 20 °C |
Quick stats about vacation rentals with a pool in Glades

Total vacation rentals
Explore 30 vacation rentals in Glades

Nightly prices starting at
Glades vacation rentals start at $98 CAD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space and kid-friendly amenities

Wifi availability
30 of Glades vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Glades rentals

4.6 Average rating
Glades stays receive an average rating of 4.6 out of 5 from guests
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