
Holiday rentals with a pool in Tupelo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Tupelo
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

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.

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!

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.

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

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.

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.

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!

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!

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.

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

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
House rentals with a pool

Thaxton Meadows

House on the hill

Tupelo Manor 6 bed/ 5 bath

The Union

The Nest Egg, 3BR Home by Velvet Ditch Villas

An outdoor paradise
Other holiday rentals with a pool

The Potting Shed, Refined rustic Farmstay

A Carriage Apartment at Possumhaw

Beach house

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

The Nest Egg, 3BR Home by Velvet Ditch Villas

Thaxton Meadows

Central Tupelo Guesthouse with Pool

Tupelo Manor 6 bed/ 5 bath
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 £60 per night before taxes and fees

Verified guest reviews
Over 460 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

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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