
Holiday rentals with outdoor seating in Madeira Beach
Find and book unique rentals with outdoor seating on Airbnb
Top-rated rentals with outdoor seating in Madeira Beach
Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for outdoor seating rentals in Madeira Beach
House rentals with outdoor seating

Tootsie’s Beachside Retreat
We came for a bachelorette trip and it was the absolute perfect space! Very accommodating, quiet neighborhood and tons of space. Definitely worth booking this house!

The Boho - 2BR Gulfport Waterfront District House
This beautiful house was exactly what we were looking for during our little getaway! The town was so cute and everything was within walking distance. This is truly a beautiful house with everything you need and in a perfect location!

Peaceful Getaway Close to Amazing Beaches!
This was our second stay at Lise's place, and our stay was enhanced by Lise's exceptional communication with us, as well as the comfortable, clean and peaceful surroundings. Upon arrival, the fresh flowers and an array of snacks were appreciated as well! We highly recommend Lise's place, and look forward to our next stay with this host!

Cozy Tampa Home with Large Heated Pool
We had a wonderful stay at Dayanna’s place— the space was absolutely perfect for our family of five, including three energetic kids (one of whom is a teen!). The decor had a fun (some may say "girly") flair and the covered pool and the huge selection of family games always provided something to do. The location was super convenient, with shops just a short drive away. We also made a day trip to Clearwater Beach, which was an easy 45-minute ride and totally worth it.

TropicalPOOL Oasis- 5 Minutes to Beach-Fun Decor!
Great house to stay in and chill by the pool. Location is convenient to restaurants and beach. Ideal for a small vacation getaway. After a long day at the beach it felt good to come into a clean and nice and cold home. Pool was a great after beach treat!

Heated Pool & Hot Tub 0.7 mile from Beach
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.

Lavish Heated Saltwater Pool Home Mins. to Beach
We had a great stay! Everything we wanted to do was within driving range. The house had everything we needed to hang by the pool and beach. The restaurant recommendations did not disappoint. Krystyna was extremely friendly and very responsive. I highly recommend this house and we will definitely return.

Coastal Escape: heated saltwater pool & beaches
We had an amazing time at Benji and Kathleen's spot. Our kids, age 6, 3 and 2 were overjoyed with the amenities and toys available. The pool was lovely and I felt confident that my children were safe with the gate around the pool as well as the closed living space on the outdoor patio. We spent a morning at the beach and another morning at the Tampa Zoo but getting back to the house, swimming, relaxing and playing were certainly the memorable highlights of the trip. Benji was also extremely responsive and made sure to check in. We arrived very late from our flight and had no problem finding the house and getting inside. We highly recommend this home for a trip to Palm Harbor/Tampa if you have small children. It was perfect and a great family escape.
Apartment rentals with outdoor seating

The Coastal Retreat
The moment we parked we knew that the place is exactly what we're wanting for our stay in Dunedin. It's charming, peaceful and quiet. We slept soundly and felt comfortable from Mon to Friday. Aside from the basic necessities provided, there are available beach towels, a cooler and a beach umbrella that made our trip to Honeymoon Island easier. Thank you for hosting us Carole! Til next time!

Apartment in St. Petersburg
Marilyn was so kind helpful the courtyard was amazing so serene gorgeous she prvides shampoo conditioner body wash a washer and dryer comfortable bed full kitchen perfect location u can walk to everything very close to downtown on site parking just lovely super clean welcoming space please book NOW

NEW Luxury Apartment w/Bikes! Location Location!
Victor was very attentive and friendly, giving us a ton of local recommendations. The location was quiet and remote, but within a 10 minute drive to downtown St Pete. I thoroughly enjoyed our stay.

Madeira Bonita #1
this was perfect for me, my mom and my granny for a relaxing vacay. host was super nice and everything was clean and as the pictures. i will be staying here again!

Popular Beachside Studio w/ Shady Patio & Palms!
Had a great time staying here! We can for a long weekend and Lara was super helpful to accolade us for showing up early and wanting to get our beach vacation started! The until was so cute and perfect for 2 people. The beach is literally steps from your door. Made it easy to go back and forth if we forgot something inside or if we needed to take a couple trips to get all of our beach gear set up. There wasn’t a ton to do near on treasure island so we took a quick 20 minute uber into St. Pete’s which has so much to do, great restaurants, and awesome night life!

GULF VIEWS ACROSS THE STREET FROM BEACH ACCESS
Kathy’s place was excellent in every possible way. From the moment we walked in we felt right at home. The location is perfect right across from the beach but still feels tucked away. She was a wonderful host on top of it all. If you’re looking to stay in the area, stay at one of Kathy’s places. You won’t regret it.

Banana Mania Cottage 3 - few miles to beaches
This place was great! Perfect for 2 people maybe 3 if they’re going to sleep on the couch but I wouldn’t say 4 or more. The WiFi sucked, whenever my phone was connected to it, it didn’t load anything. Beware there will be sand everywhere because it’s Florida. The Airbnb is right behind a little strip with a gas station, barber, laundromat and a coffee shop. The coffee shop was amazing! It’s so cute (called the Coffee Mill). The Airbnb was 15 minutes from Indian Rocks. Overall, really enjoyed it!

2nd floor Canal view Pelican 6-King Bed-Johns Pass
Great place near the pass with lots of things to do! Host was great and responsive!
Apartment rentals with outdoor seating

"Jewel At The Shores" Gulf Front, sleeps 5
Excellent location! Everything you need is in the condo. Hope to come back soon!

Tropical Beachfront Penthouse-Beach Cottages II
I could not recommend this place enough! The place was spacious and worked perfectly for a couple with a young baby. They had everything stocked to use, such a dish soap, kitchen supplies, laundry detergent, beach chairs and floats, high chair, pack and play, etc. The hosts were super responsive and helpful. The condo was quiet and family friendly. The unit has a great view of the ocean and access to a heated pool and hot tub. We would go back!

2min walk to the beach/pool, BBQ/great area, RO110
We’ve stayed here the last few vacations and as always, the place never disappoints. Great location with all beach amenities you could possibly need. We unfortunately needed to evacuate from Hurricane Helene and John was gracious and concerned for our safety. The town of Redington is a family and we’re praying for their safety and quick turn around to their paradise again.

Royal Orleans at Redington Beach
It was our first time in Redington Beach, and we absolutely loved it. Marina's place was charming, comfortable, clean and very conveniently located with a short walt to the beach. We will definitely be visiting this area again.

White Sand Beachfront Condo with Stunning Sunsets
The condo was beautiful and the location was splendid. Description was perfect. Cannot beat the views. Will definitely go back.

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209
Cozy little place, well decorated and clean. Bed was comfy. The pull out bed was good enough for my 6 yr old, but would recommend bringing a pillow for it if you’re going to use it. There isn’t one in the room for it unless you use the main bedroom pillows. We beached most of the time and didn’t watch TV, but if we wanted to the couch wasn’t comfy for lounging around. We loved the balcony though! The only “complaint” would be all the coffee supplied was decaf and it was a shock the first morning after getting in super late. So, bring your own coffee just in case. Host was super helpful when there was any other issues. Very kind and accommodating! Plus they supplied plenty of TP and PT, beach towels and towels. Can’t wait to come back!

King Oceanfront Suite! Kitchenette + Balcony!
We enjoyed our stay at the Island Inn. The staff was very friendly and the host was quick to respond to our questions. We liked the view from the room and that we were right on the beach. It was helpful having beach chairs and umbrellas to use so we didn't have to pay for them everyday. I think it was great for 2 adult guests, any more than that and the space might start feeling a little cramped. We used the grills outside to cook as well as the hot plates so we were able to make whatever we wanted. Great view of the sunset from the building, we watched the sun go down from the balcony and beach, very peaceful at night. Overall a great stay!

❀Magnolia Casa❀Perfect Oasis to Relax!
Amazing location, easy walk across the street to the beach. Easy drive to any restaurant on gulf blvd. Within 20-30 min drive to Clearwater, st Pete beach, Indian shores, fort desoto etc. Amy’s unit is simple, clean, well taken care of and has everything you need for the beach and your stay. Perfect size for my girlfriend and I to stay 5 nights. Highly recommend.
Quick stats about holiday rentals with outdoor seating in Madeira Beach
Total rentals
500 properties
Nightly prices starting at
₹4,327 before taxes and fees
Total number of reviews
19K reviews
Family-friendly rentals
350 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
370 properties have a pool
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- Anna Maria Island
- Siesta Beach
- Anna Maria Public Beach
- Dunedin Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- North Beach
- Fort De Soto Park
- Vinoy Park
- Jannus Live
- Tampa Theatre
- ZooTampa at Lowry Park
- Curtis Hixon Waterfront Park
- Adventure Island
- Splash Harbour Water Park