Holiday rentals with a pool in Tupelo

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Top-rated rentals with a pool in Tupelo

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Superhost
The exterior of a spacious, stately home is showcased, featuring a classic white façade framed by large trees. A paved path leads to the entrance, where multiple windows allow natural light to illuminate the interior. The surrounding landscape displays a blend of grass and dirt pathways.
Home in Tupelo
4.78 out of 5 average rating, 27 reviews

Tupelo Manor 6 bed/ 5 bath

Unique, charming, stately. This home just off Tupelo's downtown is great for large groups staying for games, weddings, or reunions! First built in 1955, this home has been updated throughout with modern amenities & spacious living areas. Enjoy ample room for multiple couples, families, wedding parties, or work groups. *Pool rules/info below* 1 mile to from Main Street Tupelo Super convenient to Toyota Plant, Cadence Bank Arena, Tupelo Buffalo Park, & Natchez Trace Full Kitchen 6 BR 5 baths

Top guest favourite
Tiny home in Oxford
4.96 out of 5 average rating, 28 reviews

Bunkhouse Blues 15 mi to Ole Miss Game Day Retreat

Feel refreshed when you stay in this rustic gem situated approximately 15 miles from the Oxford square and the University of Mississippi campus in this beautiful natural setting on 15 acres. During the day enjoy lounging by the pool and at night roasting marshmallows by the fire. At days end, sleep comfortably surrounded by the carefully curated Blues themed art and decor. Unwind and immerse yourselves in nature with lots of bird watching, stargazing, and the sounds of frogs and crickets.

Guest favourite
Home in Union County
5 out of 5 average rating, 15 reviews

House on the hill

Bring the whole family to this great place with lots of room for fun. Spacious house overlooking fields and pastures. From Vaught-Hemingway Stadium, take Hwy 6 east to Hwy 7 (exit New Albany) to Hwy 30 east. Head to Etta post office (approximately 30 miles). Once you see Etta Post office, take a right (Hwy 355) go 3.5-4 miles and turn right on county road 31 (3rd house on right). House on the Hill!!! Great location to see Ole Miss❤️ Driver available upon request for additional fee!

Guest favourite
An inviting seating area is displayed under soft lighting, featuring a wooden bench adorned with cushions. A green metal table is complemented by red chairs, while potted plants add greenery to the space. The entry door is visible, framed by wooden paneling.
Place to stay in Oxford
4.93 out of 5 average rating, 122 reviews

The Potting Shed, Refined rustic Farmstay

GETAWAY RETREAT: Peaceful farm-stay 10 easy minutes to Oxford Square or Campus. Veranda with swing overlooks a deep forest, has a grassy, fenced yard for your canine family member(s). The Potting Shed has a fully furnished kitchen, a sitting room w elec fireplace & flat screen TV (Roku), a luxurious comfy Q bed, full bed in 2nd BR. POOL across the driveway at the main house. Spacious grounds with hardwood trees all around. Everything you could wish for in this vintage, curated getaway.

Guest favourite
An outdoor area features a spacious pool surrounded by a textured pavement, flanked by a grassy lawn. A covered porch is visible to the left, with a distant view of a dual-gabled structure. Lush green trees provide shade in the background.
Home in Pontotoc
4.82 out of 5 average rating, 11 reviews

An outdoor paradise

Just a short drive to the Grove or Vaught Hemingway stadium! Enjoy the outdoor amenities of a covered back porch with TV’s and a bar. Cool off in the pool or throw burgers on the grill. Spacious living room and kitchen with plenty of room for the weekend. Master bedroom with king size bed that has a shower with four shower heads. Bedroom #2 has a queen size bed with tv and spacious bathroom to get ready for the game. Bedroom #3 a kids full size bed complete with toys for the little ones

Guest favourite
A spacious dining area features a round table surrounded by wooden chairs, complemented by a decorative area rug. Large windows invite natural light and provide views of the outdoors, while a chandelier hangs gracefully overhead, enhancing the room's charming design.
Barn in Oxford
4.97 out of 5 average rating, 121 reviews

The Barn- Luxurious & Unique farmstay getaway

GETAWAY, RETREAT, RELAX, ESCAPE-10 easy minutes to the Square & Campus, our 2/2 Barndominium is a rare experience in peaceful setting with a King en suite BR, 2nd Full BR. fully furnished kitchen, coffee/tea bar, a deep, south facing back porch has a fire pit & grill patio for your outdoors hang out. Expansive glass west end wall allows view of meadow & deer. Indoor/outdoor bar & movie/projector facilities in the east end. Staying at The Barn creates magical memories to be treasured.

Top guest favourite
A comfortable living area is highlighted by a dark sectional sofa and two light-colored armchairs. A wooden coffee table with decorative items sits in front, while a lamp provides soft lighting. Natural light filters in through a window adorned with blinds.
Flat in Tupelo
5 out of 5 average rating, 15 reviews

Magnolia Bliss: 2BD/2BA w/ Gym, Pool, BBQ Grill

Welcome to all nurses and travelers! Discover a delightful 2-bedroom, 2-bath rental located in the enchanting city of Tupelo, Mississippi. Nestled right in the heart of the city, our residence serves as the ideal launchpad for immersing yourselves in the abundance of experiences Tupelo has in store for you. We invite you to create lasting memories as you explore the city's captivating history, indulge in its culinary delights, and embrace the genuine warmth of its community.

Guest favourite
The entryway features a door marked 'Beach House,' leading to a living area with a soft gray couch. A flat-screen TV is mounted on the wall, while natural light enters through a nearby window. Wood paneling adds warmth to the space.
Guest house in Tupelo
4.86 out of 5 average rating, 140 reviews

Beach house

Adorable tiny home behind the main house in the backyard; quiet neighborhood in the heart of Tupelo. One bedroom/loft, full bathroom with small kitchen. A Living room with tv. Sip coffee on the porch with breakfast table. Enjoy your evening by the fire pit or on the deck. Many dining and shopping options nearby or take a stroll downtown just 5 minutes away. See Elvis’ birthplace and museum 10 minutes away or enjoy a walk at the park! All within a 10 mile radius!

Superhost
A cozy living area is presented with eclectic furniture, including a gray sofa layered with a blanket and a wooden accent table. Natural light enters through windows, illuminating the space. A vintage yellow cabinet and decorative artwork add charm, while a doorway reveals a glimpse of the dining area.
Home in Oxford
4.7 out of 5 average rating, 10 reviews

The Nest Egg, 3BR Home by Velvet Ditch Villas

Escape to The Nest Egg—nestled in the picturesque countryside of Oxford! This charming retreat blends slow rustic living with modern comforts, offering a peaceful break from city life. Visit the wander nature trails, or relax by the pool. Perfect for a tranquil weekend or a family adventure, The Nest Egg rejuvenates your spirit and connects you with nature. Come experience the serenity and charm of farm living at its finest at The Nest Egg!

Top guest favourite
A modern living area is highlighted by a comfortable gray sofa and a round wooden coffee table. A kitchenette with essential appliances is visible in the background, along with a decorative Elvis Presley poster on the wall, adding a touch of local history.
Guest house in Tupelo
4.92 out of 5 average rating, 92 reviews

Central Tupelo Guesthouse with Pool

Centrally located in one of Tupelo’s historic neighborhoods, just minutes away from local eateries, parks, shops, Cadence Bank Arena, Tupelo Regional Airport, as well as the birthplace of Elvis Presley. Our space is recently 100% renovated and ready for your peaceful stay, complete with a large kitchen area, queen size bed, a spacious walk-in shower, as well as access to the pool. This stay was originally known as Duckingham Palace.

A cozy seating area features a gray sofa and a textured armchair, accompanied by a small side table. Natural light enters through large windows with rolled shades, illuminating the colorful area rug and potted plants positioned nearby.
Guest house in New Albany
5 out of 5 average rating, 4 reviews

Cozy Cottage

New guesthouse with Indoor pool and lots of amenities Centrally located to Oxford and Tupelo MS 35 minutes to Ole Miss Campus 75 minutes to Memphis Graceland 75 minutes to MIA Airport 25 miles to Tupelo Regional Airport 25 Minutes to Elvis Birthplace 3 minutes to Tallahatchie Trails 8 minutes to William Faulkner Birthplace/Museum 10 minutes from historic downtown New Albany

Guest favourite
The exterior of the house features a spacious front porch with a central entrance framed by large windows and stylish shutters. A manicured lawn extends toward the horizon, complemented by decorative shrubs on both sides. The structure is accentuated by a gabled roof under a blue sky.
Home in Thaxton
4.91 out of 5 average rating, 11 reviews

Thaxton Meadows

Bring the whole family to this great place with plenty of space to spread out. The house is 4225 square feet heated/cooled set on 7 acres 20 minutes to Ole Miss and all the amenities of Oxford. 15 minutes to New Albany or Pontotoc and 40 minutes to Tupelo. Seasonal pool is open June 1st-August 31. (Garage access is NOT included)

Popular amenities for Tupelo rentals with a pool

Quick stats about holiday rentals with a pool in Tupelo

  • Total holiday rentals

    Explore 10 holiday rentals in Tupelo

  • Nightly prices starting at

    Tupelo holiday rentals start at € 69 per night before taxes and fees

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  • Pet-friendly holiday rentals

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  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    10 of Tupelo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Tupelo rentals

  • 4.5 Average rating

    Tupelo stays receive an average rating of 4.5 out of 5 from guests

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