Holiday rentals with a pool in Downtown Cleveland

4.87 out of 5 average rating, 212 reviews

Home in Parma

Serenity&Sangria HEATEDPool OPEN/Hot TubGame Table

POOL OPEN APRIL-END OCT. Private HEATED pool, NEW WATER SLIDE. PAVILION COVERED HOT TUB AREA. Stay in an art dealers house. NEW DIGITAL GAME TABLE, Electric Fireplace. Downtown, CLE Airport & the Cleveland Clinic, is a 10 -15 minute drive. Enjoy the Cavs, Browns, or hit the Flats or The Rock & Roll Hall of Fame. 10 miles from the airport & close to the Cuyahoga Valley Metro Park.HEATED POOL/HOT TUB. INFINITY FAMILY GAME TABLE. NO LOCALS , NEED GOOD REVIEWS, NO PARTIES, Security cameras

5 out of 5 average rating, 7 reviews

A spacious living area features a large window overlooking the waterfront and bridge. A cozy gray couch surrounds a wooden coffee table, with a sleek TV stand positioned nearby. Greenery is present in a potted plant, adding a touch of nature to the space.

Apartment in The Flats

Luxury Downtown Flats Waterfront Apt. & Parking

Beautiful Downtown Cleveland Waterfront Apartment located on the lively East Bank of the Flats. Enjoy all that Cleveland has to offer in this centrally located Waterfront Apartment. Just a short elevator ride down to over 20 bustling Bars, Restaurants, Clubs, and Music Venues on the East Bank of the Flats along the Beautiful Cuyahoga River and Lake Erie. Only a short 10 min walk to any of the Sports Stadiums and Arenas in town (Browns, Cavs, Guardians). Clean, Beautiful and Centrally Located.

4.96 out of 5 average rating, 102 reviews

A spacious outdoor pool is set against the backdrop of Lake Erie, with lounge chairs arranged around the perimeter. A grassy area complements the scene, and a fence provides privacy. Clear blue skies stretch above, reflecting in the calm water of the lake.

Guest suite in Edgewater

Lovely Lakefront Home 3Bd+Crib 8 min to Downtn

Spacious, pristine 2nd-floor apt over luxury home on Lake Erie Perfect for Easy Travel w Kids - Pool heated May-Sep weather permitting - Enjoy sunsets in backyard - Walk to Edgewater Beach/ Park - 8 mins from downtown/ sports/ casino - 3 Queen beds + air mattress - Crib, rocking chair & changing table - Play room with toys - Fully-stocked kitchen - Keurig and drip coffee, decaf, tea - Grocery delivery available - 2 mins to grocery store - 1-min to Starbucks, CVS, nail salon - Free parking

4.94 out of 5 average rating, 244 reviews

A cozy living area features a dark velvet sofa in front of a low coffee table, set on a patterned rug. A dining table with two chairs is visible in the background, alongside a door adorned with vibrant curtains, enhancing the decor.

Apartment in Lakewood

Boho Star Pad on Madison-beautiful & cozy 1 bd rm

Brand new one bedroom with all the comforts of home. Your own private apartment is centrally located in Lakewood above the local favorite Taco Tontos known for amazing craft cocktails, baked burritos & jumbo tacos! Walking distance to Madison park & municipal pool, restaurants, bars, shops & music venues. Five minutes to our beautiful lakeshore parks & a ten minute drive to downtown: Playhouse Square, Guardians, Cavaliers, Browns Stadium, Rock & Roll Hall of Fame & 15 minutes to CLE airport.

4.92 out of 5 average rating, 141 reviews

A modern gray sofa is adorned with plush pillows and a soft, textured throw. Natural light filters through the nearby windows, illuminating a small bookshelf filled with books and decorative items. A standing lamp provides additional ambient lighting.

Apartment in Bay Village

Your home away from home!

Welcome to your away from home! One bedroom MIL suite in private home with spa quality bathroom ( tiled walk-in rain shower, with body jets, heated towel bars, and heated heated floors). Gas fireplace. Fully equipped kitchen. Private front and back entrance. Seasonal (May - Oct) use of pool, deck, grill and shared backyard space. High speed internet, cable TV, Netflix, Hulu, HBO, etc..Driveway parking. No Pets. No Parties. No smoking. We are fully vaccinated. COVID cleaning protocols

4.78 out of 5 average rating, 146 reviews

Luxe Flat w/ Heated Pool & Sauna • Gym•Heart of DT

You can stop your search now. You just found the perfect place to book for your trip to Cleveland. ➹ Clean. Robust Amenities. Modern Finishes. Quick Host Responses. ➹ You're going to be located at the CENTER of everything in Downtown Cleveland. ➹ Get a good night's sleep with our memory foam beds. ➹ Spend your daytime working from home at our private home office. Cook a meal for your group in our beautiful, timeless kitchen. Then spend your evenings relaxing with our 65" Smart TV.

4.93 out of 5 average rating, 44 reviews

The inground pool is illuminated with a soft blue glow, reflecting the warm ambient lighting from the patio area. Surrounding greenery adds a touch of nature, while two adirondack chairs are positioned nearby for relaxation.

Home in Cleveland

West Park hot tub & inground pool 4 beds 2 baths

Charming 3-Bedroom Home | Heated Pool & Saltwater Hot Tub | West Park, CLE Escape to comfort and relaxation! This inviting 3-bedroom home is perfect for family getaways, friend gatherings, or solo retreats. Located in West Park, Cleveland, you’re just 10 minutes from downtown and the airport, with Cedar Point only 45 minutes away. Enjoy nearby parks, dining, and entertainment while unwinding in the heated inground pool (April–September) or the luxury saltwater hot tub year round.

A contemporary living area features a gray sofa adorned with accent pillows and a matching armchair. A glass coffee table sits centered on a geometric area rug, while natural light filters through tall windows, enhancing the spacious feel.

4.93 out of 5 average rating, 86 reviews

Stylish Chic Downtown Apartment

Stylish chic 1 level apartment located in the heart of downtown Cleveland. Short walk to Playhouse Square, Cleveland sports arenas, Tower City Center and JACK Casino. Short drive to Rock & Roll Hall of Fame, Cleveland Museum of Art, University Circle, Cleveland Clinic and Cleveland Metroparks Zoo. This 2 bedroom 2 bath apartment is fully equipped with all kitchen essentials, laundry and access to an incredible 24 hour facility which includes pool, indoor track and gym.

4.9 out of 5 average rating, 63 reviews

The recently remodeled kitchen features modern stainless steel appliances, white cabinets, and quartz countertops. A stylish backsplash adds visual interest, while the open layout allows for easy movement. Two wooden stools are positioned at the kitchen island, creating a welcoming dining space.

Home in Parma

Parma Paradise: 3BR Gem w/Pool, Hot Tub & Fire Pit

Welcome to your dream retreat in our charming, split-level home in Parma! - Enjoy a private outdoor pool with sun loungers and pool toys. - Relax by the fire pit or BBQ on the private patio. - Newly remodeled kitchen equipped with modern appliances and quartz countertops. - Stay entertained with a 48" HDTV, Netflix, arcade games, and a game console. - Fast Wi-Fi and a dedicated workspace perfect for remote work. - Secure and private with a fully fenced backyard.

5 out of 5 average rating, 14 reviews

A well-maintained in-ground saltwater pool is surrounded by lounge chairs and a manicured grassy area. The backyard features tall trees providing natural shade, along with a spacious patio area that invites relaxation and enjoyment during sunny days.

Home in Lyndhurst

Poolside Paradise | Hot Tub, Yard, Game Room

💦 Saltwater hot tub (open year-round) 🏊‍♂️ In-ground saltwater pool (summer only) 🛏 3 bedrooms (w/4 beds total) • 2 full bathrooms • Sleeps 8 🎱 Game room with pool table + big screen TV 🌿 Landscaped backyard oasis for lounging or play 📍 Near shops, restaurants & local attractions Whether you're soaking under the stars or watching the game with friends, this peaceful retreat offers the perfect blend of comfort, fun, and relaxation.

4.88 out of 5 average rating, 48 reviews

An indoor Olympic-sized pool is surrounded by tiled flooring, featuring steps for entry. High ceilings are accentuated with spots of light, and large windows provide natural light. The aquamarine water reflects the contemporary design, creating a spacious and open environment.

Loft in Cleveland

Cozy Playhouse Square Apartment! Pool/Sauna/Gym

Welcome to your urban sanctuary in the heart of the city! Our stylish and cozy apartment offers the perfect blend of comfort and convenience for your stay. Nestled in the heart of downtown, you'll be just steps away from Progressive Field, RocketMortgage FieldHouse, The Jack Casino, First Energy Stadium or PlayHouse Square. Our central location offers easy access to these top attractions and more!

5 out of 5 average rating, 10 reviews

Lakefront Stay Near Beach + Pool

Modern 1-bedroom, 1-bath apartment highlights: + Located just off Lake Erie, steps from Edgewater Park and Beach + Nestled in Battery Park near Gordon Square + Only 7 minutes from downtown Cleveland + Features a king-size bed + Calming, bluesy decor for a peaceful lakeside vibe + Access to scenic trails, lakefront sunsets, and a vibrant neighborhood atmosphere FREE PARKING

Popular amenities for Downtown Cleveland rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.83 out of 5 average rating, 29 reviews

A cozy living area features a spacious blue sectional couch adorned with cheerful pillows. A media console holds a large TV. Light streams through the windows, illuminating the patterned wallpaper. An inviting dining space is visible through partially open glass-paneled walls.

Home in Euclid

Euclid Escape: Poolside Bliss with Hot Tub

Home in Strongsville

Bright & spacious 2 bd rm house - longterm/pet

4.7 out of 5 average rating, 27 reviews

The backyard features a spacious pool area surrounded by lounge chairs for relaxation. A gazebo and shaded seating area are visible, along with colorful pool floats resting in the water. Lush trees provide a natural backdrop, enhancing the outdoor setting.

Home in Amherst

Family Paradise - Pool, Theater, Games Galore!

Home in Chagrin Falls

Heated pool w/ sauna & theater

4.94 out of 5 average rating, 31 reviews

The exterior view of a two-story home presents a welcoming entrance with a red door. A well-maintained lawn with green grass surrounds the house, and decorative shrubs and trees provide a touch of nature. A sidewalk curves toward the front, inviting guests to explore.

Home in Ravenna

Quaint Getaway with Hot-Tub & Pool

Home in Parma

Ultimate Group Escape | Heated Pool 12 Guests

4.97 out of 5 average rating, 115 reviews

A serene view of the heated inground pool reflects the surrounding lush greenery and the structure of the raised ranch. The spacious wooden deck is visible in the background, surrounded by vibrant shrubs and lounging chairs, offering a tranquil atmosphere.

Home in Oberlin

Private 5-Acre Retreat | In-Ground Pool & Hot Tub

Condo rentals with a pool

A modern studio layout is displayed, featuring a queen-size bed with neutral bedding. The kitchenette includes a refrigerator and microwave, along with upper cabinets holding dishware. A cozy accent chair is positioned beside the bed, offering a functional yet stylish space.

4.4 out of 5 average rating, 15 reviews

Stay Steps from the Rock & Roll Hall of Fame!

An open living space showcases a fully-equipped kitchen with modern appliances and a dining table. A comfortable sofa is positioned nearby, complemented by a dedicated workspace featuring an office chair. Natural light filters through a large window, enhancing the airy feel of the room.

4.79 out of 5 average rating, 19 reviews

Explore Cleveland! Modern Apartment in the City

An open-concept kitchen and living area features modern appliances in white cabinets. A spacious granite island offers seating, while a cozy sofa and task chair are positioned for relaxation. Natural light fills the room through a large window, complementing the neutral color palette.

4.67 out of 5 average rating, 18 reviews

Unwind in Comfort—Stylish DT Cleveland Getaway

4.98 out of 5 average rating, 99 reviews

A spacious living area is designed with light-colored furnishings and wooden beams overhead. Large glass doors open to the outdoors, allowing natural light to fill the room. A soft area rug lies on the floor, complemented by a coffee table and a contemporary art piece on the wall.

Condo in Westlake

Renovated Crocker Park 1-Bedroom + Office!

A modern kitchen is showcased, featuring stainless steel appliances, a sleek countertop, and ample cabinetry. The open layout allows easy movement, while a dining area with a minimalistic table is visible. Natural light enhances the space, emphasizing its clean lines and contemporary design.

4.71 out of 5 average rating, 21 reviews

Central apartment with double queen beds

Other holiday rentals with a pool

4.81 out of 5 average rating, 16 reviews

A spacious bedroom features a soft bed adorned with neutral linens and decorative pillows. A warm throw is draped at the foot of the bed. Wall art and a small indoor plant enhance the inviting ambiance, while natural light enters through a nearby window.

Apartment in Tremont

La Tigre at Driftwood

4.65 out of 5 average rating, 57 reviews

Luxe Flat w/ Heated Pool & Sauna • Gym•Heart of DT

A modern living room is filled with natural light from large windows. A comfortable modular sofa is complemented by a coffee table and a 65" Smart TV mounted on a feature wall. Stylish decor enhances the open layout, creating a relaxing atmosphere.

4.73 out of 5 average rating, 113 reviews

Luxe Flat w/ Heated Pool & Sauna • Gym•Heart of DT

4.82 out of 5 average rating, 17 reviews

A cozy bedroom is filled with natural light, featuring a plush green bedspread on a spacious bed. Complementary decorative pillows enhance the inviting look. A stylish mirror, minimalist clothing rack, and a decorative shelf with items are positioned nearby, while a soft area rug adds warmth to the space.

Apartment in Tremont

Alizée at Driftwood

4.82 out of 5 average rating, 11 reviews

Luxe Flat w/ Heated Pool & Sauna • Gym•Heart of DT

An open living space features a comfortable gray sofa with decorative pillows, paired with a modern coffee table. A flat-screen TV is mounted on the wall, while the adjacent kitchen area includes bar seating and contemporary cabinetry, all illuminated by pendant lighting.

4.74 out of 5 average rating, 54 reviews

Luxe 1B in Heart of Downtown • Pool & Spa • Gym

Apartment in Downtown Cleveland

4.94 out of 5 average rating, 18 reviews

Luxury Apt w/ Rooftop Pool, Hot Tub & Skyline View