Vacation rentals in Midway

4.89 out of 5 average rating, 102 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 stars2 months 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.

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.

4.94 out of 5 average rating, 186 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

GreggRating, 5 stars1 week ago

One of may favorite stays ever. This place is booming with nature! Owls singing at dusk, tons of frogs singing at night, hummingbirds in the morning and many fish to catch in the pond. Was treated to the sight of a shy, baby gator meandering along the shoreline late afternoons. Ann has thought of everything here. Every little detail is covered, especially if you have forgotten anything to bring with you. The duck/chicken eggs were a nice surprise (which I totally forgot to take with me 😥) and she even had some delicious homemade chocolate pecan bars sitting on the counter for me upon my arrival! (chef's kiss). Such an amazing cottage tucked away from the hustle and bustle. Book it!

4.98 out of 5 average rating, 100 reviews

A white lighthouse stands tall against a clear blue sky, surrounded by vibrant greenery and palm trees. The structure is reflected in the calm waters of the nearby estuary, creating a serene natural landscape.

Home in Saint Marks

Luxurious River Paradise

AlexisRating, 5 stars1 week ago

Me and my fiancé stopped at Gracee’s home for a short day to rest on a long road trip. The house is amazing and super comfortable and cozy. She has it stocked with many thoughtful amenities which made the stay feel like home. The area is beautiful and filled with bike trails and lots of history. The location of the house is only a minute or two from a river and less than 15 min from Wakulla Springs. Our stay was brief but we really enjoyed the scenery and closeness to the coast. We had a medical emergency during our stay and Gracee completely went above and beyond to make us feel cared for. She is an absolute gem of a person and we are incredibly grateful to have crossed paths. We will absolutely be coming back!

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 stars2 months 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, 13 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 stars2 weeks 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 stars1 month 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.

Superhost

A spa is featured beneath a wooden deck, with water swirling actively. Soft lighting adorns the overhead structure, and a flight of wooden stairs is visible in the background. Lush greenery surrounds the area, enhancing the serene atmosphere.

Guesthouse in Monticello

4.89 out of 5 average rating, 19 reviews

Private Studio & Hot Tub on Gated Property!

LydiaRating, 5 stars4 days ago

It is a lovely setting. Other than the temperature issue with it being too warm and the thermostat not in the unit which was part of the description so we did know ahead of time but we couldn’t get ahold of her later when we needed it adjusted. In that situation someone should be available to monitor the only means of communication the customer has with you. But really everything else was beautiful, we used the little hot tub, and the bed was comfortable, and the kitchen had all we needed. The property is very beautiful.

5 out of 5 average rating, 139 reviews

Sienna Lee Gardens: A Beautifully Renovated Home

BethRating, 5 stars2 weeks 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, 105 reviews

Nice house with pool and wide spaces

KellyRating, 5 stars1 day ago

A great space for family. Mauricio was very responsive to any questions I had. His place was roomy and clean.

A well-appointed bedroom features a spacious bed with soft linens and decorative pillows. Nightstands with lamps are placed on each side, providing a warm glow. Framed artwork adorns the walls, and a doorway leads to a well-lit bathroom.

5 out of 5 average rating, 30 reviews

Spacious Cottage | King Bed | nearHwy10 | BBQgrill

JanRating, 5 stars2 weeks ago

Radars home was wonderful and checked off all our boxes for necessities! We would stay there again!

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, 52 reviews

A wooden dock extends over calm water, with gentle ripples reflecting the soft hues of the sky. Lush greenery borders the shore, with trees visible in the distance, creating a serene view of the landscape.

Cabin in Sneads

LouLouBell's Getaway

AmandaRating, 5 stars1 week ago

We had an amazing stay, my kids (5&8) loved feeding the goats and we all enjoyed the fire pit and outdoor area so much, it was peaceful and felt like a true escape!! So much to do within an hours drive, we did the Florida Caverns tour and Wakulla Springs boat tour and would highly recommend both. Then came back in the evenings to relax at this wonderful spot. Was exactly what we wanted!! Lisa was very responsive and helpful!! All the little touches inside were so cute, which was just the cherry on top of a great getaway!

5 out of 5 average rating, 41 reviews

Cottage in Crawfordville

Wakulla Beach Cottage with Amazing Gulf Views!

CassandraRating, 5 stars1 month 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 stars1 month 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 stars4 months ago

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