Vacation rentals in Midway

4.89 out of 5 average rating, 101 reviews

A covered gazebo features a circular concrete patio surrounded by six comfortable seating chairs. In the center, a stone fire pit offers a cozy gathering spot. Lush green grass and trees provide a natural backdrop, enhancing the outdoor relaxation experience.

Cottage in Crawfordville

Breezeway Cottage

ThomasRating, 5 stars1 month ago

The house was clean and ready to go. Everything worked. A small issue the load code was not sent. Vishal responded in 5 minutes so not an issue. the location was in a quiet neighborhood close to St Marks National Wildlife refuge and about 30 minutes from Tallahassee.

Superhost

A two-story beachfront home features a blue metal roof and multiple wooden decks. Palms and grass line the shore, while a sandy area extends towards the water, offering a serene view of the coastline.

Home in Crawfordville

4.86 out of 5 average rating, 14 reviews

Just Like Heaven - Beachfront

HeatherRating, 5 stars4 months ago

We came to town for our Uncles memorial…we wanted a relaxing place for our mom to be to reflect & being able to sit & watch the water was just what we needed, watching the dolphins & pelicans was so fun! We got permission to have a few family members over in the evenings! The elevator was a huge help getting things up & down, directions were a bit complicated, but we figured everything out! Would definitely stay again!!

4.95 out of 5 average rating, 182 reviews

A serene view of a small, privately owned lake surrounded by lush greenery and trees. The calm water reflects the blue sky, and various birdhouses are positioned along the shore, inviting local wildlife.

Cottage in Tallahassee

Twisted Pine Lake Cottage, secluded & near town

RichardRating, 5 stars1 day ago

Ann, Was Amazingly accommodating, she was very communicative and the grounds were very peaceful, and quiet, as well as secluded. It's close to town but also far enough away to enjoy the great natural surroundings. She also had some home made welcome cookies baked fresh, she goes above and beyond! Ann is a great host, and I would definitely stay again. Richard

5 out of 5 average rating, 32 reviews

Large sliding glass doors provide a stunning view of the beach and ocean. A telescope is positioned next to the doors, complemented by outdoor seating visible on the deck. The room features a sectional couch and a dining area, enhancing the open space.

Home in Crawfordville

SandyFeet Beach House Retreat IG sandyfeet_retreat

ThomasRating, 5 stars6 months ago

This was the perfect location for us. We had our wedding at Shell point Beach. The house was absolutely beautiful. We had guest from New York. The house had the perfect amount of space for everyone. The view from both decks was outstanding. At this time of the year we were able to see both the sunrise and the sunset.

The indoor pool area features large floor-to-ceiling windows that invite natural light and showcase views of the surrounding greenery. A spiral staircase is visible, along with comfortable seating options near the pool, providing a relaxing atmosphere for gatherings.

4.97 out of 5 average rating, 152 reviews

Magnolia Manor Estate with Heated Indoor Pool

MelissaRating, 5 stars1 month ago

Our stay was fantastic and the house is absolutely beautiful with so many little details and eclectic decor. Such a great stay for our large group. I highly recommend it and we plan to come back next time family is in town!

5 out of 5 average rating, 12 reviews

A luxurious swim spa bubbles invitingly on a wooden deck, adjacent to a contemporary cabin with a rounded roof. An umbrella provides shade over a seating area, and trees envelope the property, enhancing the serene outdoor setting.

Cottage in Havana

Lakefront retreat!

AmandaRating, 5 stars4 days ago

This place was absolutely amazing! We wished we had stayed more than a weekend! The house was super clean, the lake view and back area was incredible, and the community itself was super cool! We fished all weekend and caught a bunch of fish. They don’t list this but they have 2 kayaks for you to use too! We’ve stayed in MANY airbnbs over the years and I’ve never seen them stock drinks and snacks so we thought that was a nice touch too!! Loved this place!!!!

4.96 out of 5 average rating, 25 reviews

A welcoming entryway features double glass doors framed by natural wood and rustic decor. A 'Welcome' sign and a small decorative stand add charm. A doormat with the word 'home' offers a warm invitation, highlighting the spacious porch area with seating visible in the background.

Home in Chattahoochee

The Hidden Retreat

CodyRating, 5 stars3 weeks ago

This was a Perfect getaway for my family! The bathrooms were super clean, with great water pressure. Bedrooms were clean and comfortable, along with the living room. We were provided with snacks, & a great variety of coffee. There were toys for the kids, we felt right at home! The host was great from check in to check out! We’ll be adding this Airbnb to the top of our list for weekend getaways.

5 out of 5 average rating, 137 reviews

Sienna Lee Gardens: A Beautifully Renovated Home

BethRating, 5 stars3 days ago

Picture perfect wedding for our son and his new bride. Host was extremely helpful with wedding vendors, ideas and more. We stayed the week and could not have picked a more perfect space for our small celebration. I would stay here again in a heartbeat. The wedding photos are stunning.

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Popular amenities for Midway vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Midway

Superhost

A spacious backyard features a rectangular swimming pool surrounded by lush green grass. Lounge chairs are lined up beside the pool, and a patio set is visible on a wooden deck. The house is situated under a clear blue sky, framed by trees.

Townhouse in Tallahassee

4.73 out of 5 average rating, 102 reviews

Nice house with pool and wide spaces

TracyRating, 5 stars3 weeks ago

They provide everything you would need if you lived there. pet friendly kid friendly

A welcoming entryway features a dark door with a large window and a decorative doormat. Two modern chairs are positioned on a covered porch, adorned with colorful pillows. A spacious area is highlighted by large windows, offering views of the surrounding neighborhood.

5 out of 5 average rating, 28 reviews

Spacious Cottage | King Bed | nearHwy10 | BBQgrill

ColleenRating, 5 stars1 week ago

We had a group of 8 adults, 3 children under age 7 for a relative's wedding. Radar's place is a wonderful, spacious home in a quiet neighborhood, perfect for our needs! Everything was as described. Some things I personally appreciated: use of the garage for parking, extra beds in each room, children's books/toys/dinnerware, iron/ironing board, k-cups, filtered drinking water from smaller faucet at kitchen sink, "dedicated workspace" in Master BR which I used as vanity space (a little extra luxury I prefer/look for in reservations), really large walk-in closet in Master BR, and more! In all my years using Airbnb with many wonderful hosts, Radar surpassed them all in attentiveness and responsiveness (super-quick responses)! She was gracious to accommodate a slightly earlier check-in time that was a life-saver for us to make the wedding rehearsal in time! Wish we could have stayed longer to enjoy all the fun amenities! Would definitely return! P.S. Auto Museum is a must-see!! :)

A well-maintained outdoor area is presented, featuring a central monument surrounded by intricate stone pathways. Lush greenery and colorful flower beds frame the space, highlighting the stately brick building in the background, topped by a clock tower and flanked by palm trees.

4.9 out of 5 average rating, 21 reviews

Fantastic Gem Minutes from Campus/Stadium, Capitol

ThomasRating, 5 stars5 months ago

Excellent stay. Plenty of room.

5 out of 5 average rating, 49 reviews

Cabin in Sneads

LouLouBell's Getaway

ZandraRating, 5 stars1 week ago

It was so welcoming and quiet. It was perfect for what we needed for a busy weekend with local family. Would defiently stay there again.

5 out of 5 average rating, 41 reviews

A spacious screened porch features several seating options, including a swinging bench and rocking chairs. Large windows provide unobstructed views of the surrounding marshland, where greenery contrasts with the blue sky and water, creating a serene setting for relaxation.

Cottage in Crawfordville

Wakulla Beach Cottage with Amazing Gulf Views!

CassandraRating, 5 stars4 weeks ago

This coastal cottage is a hidden gem! Our family enjoyed our stay here in early March, great weather and few bugs. The location is off the beaten path, perfect for a stay-cation. We even saw lots of waterfowl, otters, and wild hogs from the back porch! Would stay here again!

Superhost

A spacious living area is shown, featuring a light-colored sectional sofa and a ceiling fan above. Skylights allow natural light to enter. An open dining space holds a table with chairs, and the entrance door is visible, enhancing the homey atmosphere.

4.77 out of 5 average rating, 53 reviews

Town & Country Getaway

RichardRating, 5 stars3 weeks ago

Clean and simple space with lots of room. Big master bedroom, great kids room. My daughter loved the bunk beds. Dated kitchen but had everything we needed for our short stay. Could have used some more blankets, it was chilly for Florida. The only weird thing was that the thermostat in the unit also controlled the temperature in another unit next door. We were very apprehensive about adjusting it, but we like in colder, what if the neighbor wants it warmer? Because it was pretty cold while we were there we were not sure if we should leave the heat on when we left. It was just an odd detail that made us think more than we wanted to. Overall, great place, great location. Try not to obsess over the thermostat like we did.

4.88 out of 5 average rating, 112 reviews

A serene view of a calm water surface reflects the light of a full moon, creating a path of shimmering brightness. Distant silhouettes of trees line the shore, while a wooden dock extends into the water, offering a peaceful ambiance at dusk.

Home in Donalsonville

Vacation Home, Families, Sportsmen, Travelers

LoraRating, 5 stars3 months ago

This is our fourth time staying here! We love it! Like a home away from home ❤️