Vacation rentals in Madison

Find and book unique accommodations on Airbnb

When results are available, navigate with up and down arrow keys or explore by touch or swipe gestures.

Top-rated vacation rentals in Madison

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost

Tiny home in Carrabelle

4.86 out of 5 average rating, 209 reviews

The Sweet Peach - 2 Adults 1 toddler

ElaineRating, 5 stars1 month ago
Beautiful decor with hand-painted "beach" scenery on top of the dresser and the "coffee" table! The Hostess is an artist. Many kitchen items, towels, and linens were provided. Sunny and bright inside. An empty dresser was provided -- This was helpful for unpacking our suitcases! Well decorated, but NOT cluttered. The hostess was helpful but respected our privacy also. We did NOT feel at all crowded. Two tables for eating -- either inside or on the screened porch. The bed and chairs were very comfortable. We would stay here again if we returned.
Guest favorite

Home in Carrabelle

5 out of 5 average rating, 7 reviews

Cute New Resort Home Near Beach

KaylenRating, 5 stars3 months ago
Krista’s place was beautiful and perfect for what we needed it for! She was responsive and helped us out so much in a time of need. I highly recommend this wonderful home and host if ever looking for amazing accommodations!
Guest favorite

Home in Valdosta

4.92 out of 5 average rating, 49 reviews

Luxury Tranquility In The Pines

NikitaRating, 5 stars1 week ago
our stay was wonderful and we are looking forward of staying again
Guest favorite

Home in Panacea

4.91 out of 5 average rating, 144 reviews

Fishermans Retreat

JacobRating, 5 stars2 days ago
Great place to stay …..Just what we needed for duck camp……Very Clean…..has 2 queen beds and a pull out couch …..Plenty of room in the fenced in back yard to pull our boats and store them over night with all of our gear in them …… fenced in back yard was great for the dog as well…..Also has plenty of room for trucks and boats to just pull through the drive in front of the house no need to back up just pull around the circle drive way in and out was a breeze…… worth every penny …… hosts are very friendly and responsive…… just around the corner from Crumbs gas station and Poseys restaurant ……5 mins from Bottoms Road boat landing
Guest favorite

Home in Alligator Point

4.95 out of 5 average rating, 64 reviews

Family Beach House | Steps to Sand & Shells | Pets

RobertRating, 5 stars3 weeks ago
We loved the house. Beautiful location and my family really enjoyed our stay. We all would love to return in the future. Our host was fantastic and everything worked out great. Thanks for a very enjoyable weekend
Guest favorite

Home in Fort White

4.75 out of 5 average rating, 288 reviews

Santa Fe Getaway on Santa Fe River.

LauraRating, 5 stars1 month ago
We absolutely loved our stay at Greg and Denise's place and are eager to stay again. Incredible location right along the river in short walking distance to two springs! Greg and Denise were very responsive and accommodating. While I loved exploring the river by canoe, I think my favorite part of my stay was waking up early, walking down to the river, and watching the fog move through the cypress trees with a hot cup of coffee! Thank you both so much!
Guest favorite

Townhouse in Alligator Point

5 out of 5 average rating, 22 reviews

Alligator Point Bayfront Townhouse

Dawn-MarieRating, 5 stars4 weeks ago
We were a party of 8 staying at Katie’s Beach House ranging in age from 14-50. Every single one of us loved the house and the location. There was enough space that we could gather as a group or have space for some quiet time alone. One of us is an avid fisherman and he was in heaven and fished at least once a day. We spent a lot of time on the beach building a sizeable collection of shells and other treasures, but also ended up going to Wakulla Springs 3 times. We drove 20 hours to get here from Canada, but it was 100% worth it.
Superhost

Cottage in Thomasville

5 out of 5 average rating, 4 reviews

Cottage with private outdoor oasis

SelinaRating, 5 stars3 weeks ago
Our stay felt so at home. It was cozy and just perfect for spending time with our family. The yard was also such a beautiful and peaceful place. The kitchen had so many beautiful dishes! We cooked many meals while there and it was easy to do. So relaxing and beautiful. We would definitely stay again and even took inspiration home with us and started stocking our kitchen better. Thank you!!
Superhost

Home in Carrabelle

4.93 out of 5 average rating, 84 reviews

The Bella Beach Treehouse: New Pool. Kayak. Golf

DebRating, 5 stars3 weeks ago
Very nice home. Wonderful sunrises and sunsets. Beautiful pool, grandson swam even though it was cold. Plenty of beach towels available.
Superhost

Cottage in High Springs

4.91 out of 5 average rating, 141 reviews

Beautiful Cottage close to town,springs and rivers

LilyRating, 5 stars1 month ago
great host and very private house! Plenty space for parking, will come back again. Thanks for hosting us!!
Guest favorite

Camper/RV in Panacea

4.92 out of 5 average rating, 122 reviews

The Panacea Palace

ElissaRating, 5 stars2 weeks ago
Absolutely loved our little getaway to visit Panacea & surrounding areas. This place was spotless & the hosts set it up to make you feel welcomed. Beds were comfy & the kitchen was well appointed with everything needed to enjoy a relaxing day by the water. The views were spectacular. It was quite chilly while we were there but the electric fireplace place was perfect to keep us toasty & happy. Rachel was very friendly & responsive with great suggestions of places to eat in the area. I would definitely recommend this place & hope to return
Guest favorite

Home in Tallahassee

5 out of 5 average rating, 132 reviews

Sienna Lee Gardens: A Beautifully Renovated Home

WillRating, 5 stars1 month ago
The home and property were gorgeous. The house was perfect for hosting our large family and the property was extremely peaceful and private. The kitchen had everything we needed. Would recommend staying here!

Popular amenities for Madison vacation rentals

Stay near Madison's top sights

Rancho Grande Mexican Restaurant6 locals recommend
Winn-Dixie3 locals recommend
Cucinella's Brick Oven Pizzeria3 locals recommend

Other great vacation rentals in Madison

Guest favorite

Home in Lake Park

4.99 out of 5 average rating, 130 reviews

Lakefront home. sleeps 4- 1 bedroom 1 bath

JimRating, 5 stars3 days ago
Lake house was as described on the listing. Very clean and upgraded appliances and furniture. Decorated very tastefully with unique items. We stayed durning a snow storm and even though everything in town was closed for 2 days, we were very comfortable. We definitely would stay again. Perfect getaway for us and our dog. .
Guest favorite

Home in Tallahassee

4.9 out of 5 average rating, 20 reviews

Fantastic Gem Minutes from Campus/Stadium, Capitol

JeffreyRating, 5 stars6 months ago
Great place to stay, very convenient to everything and very responsive host...We would definitely look forward to staying here again when in town
Guest favorite

Guesthouse in Crawfordville

5 out of 5 average rating, 53 reviews

White Squirrel Cottage

SamanthaRating, 5 stars4 months ago
David was very accommodating and friendly. The white squirrel cottage was perfect for me! I love the peace and quiet here
Superhost

Home in Fort White

4.86 out of 5 average rating, 14 reviews

Golden Girls Spring Retreat 2

DianaRating, 5 stars2 months ago
This place is great. Quiet, Comfortable, Peaceful. Plenty of room. Has everything you need. Really enjoyed the wildlife in the mornings with coffee, And the firepit was so relaxing at night. The BBQ grill came in handy for a small little get together for burgers, by the fire. I was impressed with this property. I will book again if need to be in North Florida for more than a couple days. And Jeanne, is an awesome host. If I need something I just needed to call her. Thank you for a wonderful relaxing peaceful, and safe place to stay.
Guest favorite

Home in Saint Teresa

4.92 out of 5 average rating, 59 reviews

Cozy coastal cottage w/pool and dogs are welcome!

AnetaRating, 5 stars3 weeks ago
Love this place!!!!
Guest favorite

Home in Hahira

4.97 out of 5 average rating, 68 reviews

Cozy Cottage in Convenient Hahira Location

TonyaRating, 5 stars3 months ago
This was our second time staying with Jeff and we truly enjoy his property. Any time we are in the area for an extended stay, Jeff’s Cozy Cottage will always be our first choice.
Guest favorite

Home in Live Oak

4.9 out of 5 average rating, 61 reviews

Northern Florida Country Home

CharityRating, 5 stars4 days ago
The home was very clean. It was very apparent that the owners take very good care of the property. Comfortable thick towels, lots of coffee, bar options, comfortable bedding and mattress. We would definitely stay again.
Guest favorite

Home in Valdosta

5 out of 5 average rating, 7 reviews

Close to town Farmhouse

LisaRating, 5 stars4 weeks ago
Perfect place for large family or for gatherings. Had we been there in the summer we would have thoroughly enjoyed the pool!! Be aware to bring your own TP and Paper Towels if you will be there for any length of time as well as extra laundry pods and dishwasher pods - 1 of each is provided. Beautiful place, even in winter with horses out front to watch, lots of things to do outside, play area for children and an outdoor kitchen. Host was very responsive and helpful in answering questions!!

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Madison County
  5. Madison