
Holiday 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!

NEW! ONE BLOCK to the Beach, Restaurants & Shops!
Welcome to your newly renovated condo in the heart of Olde Naples! Just ONE BLOCK to the beautiful Naples beaches and all of the shops and dining on 3rd Street! Your first floor condo suite is ideally situated just steps from the oversized heated pool. And with large windows you can let that warm Florida sunshine in. The studio also has a designated parking space, common laundry, kitchen, bathroom, dining table, king size bed, pull out single trundle bed and can sleep up to 3 people.

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.

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.

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.

The Breakaway: Heated Pool with Outdoor Kitchen in
💰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!

Seahorse, By The Beach
Steps to the beach! You have the Marco Island Beach Access Point literally across the street. This condo is very close to the JW Marriot, providing a convenient alternative. The apartment is three-minute walk to the beach. The condo has a pool - available all year -, tennis court, BBQ and laundry on each floor. All the common areas are fully available for your use and in excellent condition. And of course, you will have a reserved parking space for your vehicle.

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

Total Haven on Marco Island

Cathedral Heights

Pool Home Minutes to the Beach

Beach & Pool Escape – Walk to Naples Hotspots

Lux Prvte Fam Home Pool Pcklbl Mins 2 Beach/Dning

Flamingo Paradise 4 min walk from Beach Access.

Island lifestyle family vacation home (Salt Pool)

Sunside House, 3/2 Pool Home in Gated Community
Apartment rentals with a pool

Riverside Paradise!

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

Apollo Beach Front! Sunset Views!Remodeled! 802

Marco Beach Ocean Resort 707

Studio- Olde Naples, 2 blocks to beach Studio unit

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

Beautiful Pool 5m to the Beach Downtown & Shopping

Casa Bonita - Relax @ The Beach (Newly Remodeled)
Other holiday rentals with a pool

Waterfront Views in Old Marco! Deluxe Unit!

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

Naples Tyme Retreat

Marco Island Waterfront Home w/Heated Pool + Bikes

Spacious & Bright – Pool, Jacuzzi, Walk to Beach.

Waterfront Beach Rental

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

*New*1min2beach!Waterfront|Pool+HotTub|BalconyView
When is the best time to visit Glades?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £142 | £164 | £148 | £126 | £87 | £79 | £80 | £92 | £75 | £86 | £98 | £101 |
| 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 holiday rentals with a pool in Glades

Total holiday rentals
Explore 30 holiday rentals in Glades

Nightly prices starting at
Glades holiday rentals start at £53 per night before taxes and fees

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

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
30 of Glades holiday 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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