Holiday rentals with a pool in Madeira Beach

Find and book unique homes with a pool on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Madeira Beach rentals with a pool

House rentals with a pool

Top guest favourite
Home in Seminole
4.99 out of 5 average rating, 101 reviews

Tootsie’s Beachside Retreat

JuliaRating, 5 stars2 weeks ago
We had a great stay! Easy check in, great communication, lovely accommodations and amenities, and so close to the beach!
Top guest favourite
Home in Pinellas Park
4.98 out of 5 average rating, 127 reviews

Insta Worthy Retreat - Heated pool-putt putt | Bar

JaquelineRating, 5 stars1 day ago
What a beautiful home! Never a dull moment in this home. We appreciated the vintage arcade, the awesome pool, and the mini golf in the backyard, as well as the ample space to watch our shows and movies. Super clean and lots of room. This is a great stay either if you by yourself, your partner or family and friends. Also it was great to be able to have the laundry machines at our disposal. 100 out of 10.
Guest favourite
Home in Tampa
4.93 out of 5 average rating, 101 reviews

Cozy Tampa Home with Large Heated Pool

DavidRating, 5 stars2 weeks ago
Dayanna is a great host. Quick to answer questions, issues, food recommendations. Will definitely want to book this as a family getaway in the future.
Guest favourite
Home in Seminole
4.97 out of 5 average rating, 149 reviews

The Ultimate Vacation Pool Home w/Tiki and Cottage

Aida SorayaRating, 5 stars3 weeks ago
The house is very nice, everything was very clean. We appreciate being able to check in earlier. It’s a very quiet, comfortable, and safe space. We would definitely come back.
Guest favourite
Home in Seminole
4.88 out of 5 average rating, 168 reviews

*POOL* Bar, Hottub, Central location

DevynnRating, 5 stars3 weeks ago
House was super cute. The hosts thought of everything and had everything labeled as well as a guide book. Everything was clean. The only thing I would say was inconvenient was that we had to clean the pool frequently because of the foliage. A pool guy was supposed to come but we never saw anyone come clean the pool. That’s just a minor thing though and overall we loved our stay and would stay again!
Top guest favourite
Home in Indian Rocks Beach
5 out of 5 average rating, 168 reviews

Piece of paradise in Indian Rocks Beach.

KarleeRating, 5 stars2 days ago
Loved the house, location, pool, and hot tub! Short walk to the beach. Dinner was delivered our first night which was incredibly thoughtful and convenient after traveling all day! Overall a great experience! Would definitely recommend
Guest favourite
Home in Seminole
4.95 out of 5 average rating, 117 reviews

Heated Pool & Hot Tub 0.7 mile from Beach

AsaRating, 5 stars3 weeks ago
This Airbnb was a perfect location for a beach trip! Super close to several great locations, food, and fun. The hosts are very responsive and welcoming.
Superhost
Home in Indian Rocks Beach
4.83 out of 5 average rating, 341 reviews

Stunning views! Spot dolphins from the pool!

LauraRating, 5 stars2 weeks ago
This home was everything we hoped for and more. The views with the pool overlooking the dock and water were absolutely breathtaking. We even spotted dolphins swimming by, which made the experience truly magical. The entire property was spotless, with beautiful fixtures and thoughtful touches throughout. From the layout to the amenities, everything was curated for comfort and ease. It felt like a private luxury retreat. We couldn’t have asked for a better stay and would return in a heartbeat!

Apartment rentals with a pool

Guest favourite
Apartment in Madeira Beach
4.95 out of 5 average rating, 141 reviews

COASTAL CHIC! Luxury Apartment with Oceanviews

DavinaRating, 5 stars3 weeks ago
I would definitely stay here again! The place was clean & everything we needed was available. The Host was very helpful with any requests or questions I had. The view is amazing! I look forward to next time!
Guest favourite
Apartment in Redington Beach
4.81 out of 5 average rating, 211 reviews

Gulf view Condo with pool in Clearwater/St. Pete

MacieRating, 5 stars1 week ago
I stayed for 5 nights at this Airbnb, it was easy to find and get into with the pictures and thorough instructions! When I walked in everything was just like the pictures and it was very clean and comfortable. It is small like she says but it worked perfectly for my friend and I. The walk to the beach is super close and the trolley system is really helpful if you can’t or don’t want to drive to nearby places. The host was very friendly and responsive, I would definitely recommend staying here and would go back!
Guest favourite
Apartment in Redington Beach
4.87 out of 5 average rating, 55 reviews

2MinWalkToBeach/HeatedPool/Balcony/BeachGear/Cart

AndriaRating, 5 stars1 week ago
We had a fantastic stay! The location is perfect—right off Gulf Blvd and just a short, easy walk to the beach. The amenities were exactly what we needed, and the beach wagon was especially helpful for carrying our things. There are several food options within walking distance, which was super convenient. But the real highlight was just a short drive down the road—an ice cream shop with 150 flavors! We ended up going back multiple times because it was that good. The beach access path has some damage (as do many spots in the area due to last year’s hurricane), but it was still completely manageable, and the wagon handled it just fine. One thing to note: Gulf Blvd can get pretty busy, especially in the mornings, so light sleepers might want to bring a sound machine or something to help drown out the traffic noise. Overall, we had a great experience and would absolutely stay here again!
Top guest favourite
Apartment in Madeira Beach
4.99 out of 5 average rating, 81 reviews

White Sand Beachfront Condo with Stunning Sunsets

DawnRating, 5 stars1 month ago
The condo was beautiful and the location was splendid. Description was perfect. Cannot beat the views. Will definitely go back.
Guest favourite
Apartment in Redington Beach
4.87 out of 5 average rating, 144 reviews

Royal Orleans at Redington Beach ( Studio 203 )

DanielleRating, 5 stars3 days ago
My husband and I just got back from the Royal Orleans staying in Marina's unit. This is our 2nd trip to the area, and we love more each time. Marina was very responsive, and flexible as they switched our flights a few times. The unit is very clean, very nice bedding, and towels! Towels were nicer then some hotels we've stayed at! Unit had everything we needed for the week!
Superhost
Apartment in Redington Beach
4.8 out of 5 average rating, 233 reviews

Beautiful Studio on the paradise white sand beach!

JulieRating, 5 stars1 week ago
Great little place! It is cozy and quiet with most everything you’ll need. It is small but looks exactly like the photos. The bed was very comfy and the little kitchenette was perfect for coffee and quick bites. We will stay again.
Guest favourite
Apartment in Madeira Beach
4.95 out of 5 average rating, 19 reviews

Ideal beach getaway condo!

NatashaRating, 5 stars1 day ago
This place was very cute and a short walk to the beach. Host was very quick to respond with any questions we had!
Top guest favourite
Apartment in Madeira Beach
4.95 out of 5 average rating, 20 reviews

Sunset Serenity: Beach Condo steps from Johns Pass

KrystenRating, 5 stars2 months ago
We loved our stay! A beautifully renovated condo, perfect for our family, very clean, and the views from the balcony were absolutely incredible!! Amazing sunsets every night and live music nearby made this a true gem and amazing vacation spot. Walking distance to shops, ice cream, restaurants, and the most beautiful beach and clean, well maintained pool!! This place had everything!!

Quick stats about holiday rentals with a pool in Madeira Beach

  • Total rentals

    950 properties

  • Nightly prices starting at

    ₹2,597 before taxes and fees

  • Total number of reviews

    22K reviews

  • Family-friendly rentals

    710 properties are a good fit for families

  • Pet-friendly rentals

    70 properties allow pets

  • Rentals with dedicated workspaces

    640 properties have a dedicated workspace

Destinations to explore