Villa holiday rentals in Madeira Beach

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Popular amenities for Madeira Beach villa rentals

Private villa rentals

Guest favourite
Villa in Gulfport
4.9 out of 5 average rating, 72 reviews

Cozy funky duplex with KING bed

ZoeRating, 5 stars3 weeks ago
Really nice for a weekend getaway! The alligator walls were very cute and coastal. Shower was very nice and it was close to our friends in St. Petersburg.
Villa in St. Petersburg
5 out of 5 average rating, 4 reviews

Madeira Beach Villas #8 Luxury 2br/2ba

KristenRating, 5 stars1 month ago
Great location 2 minutes from Walmart & not far from the beach. We had a problem with the fridge not working and he had a new one delivered and paid us back for a cooler and ice. Friendly & honest! We would book again
Superhost
Villa in Clearwater
5 out of 5 average rating, 3 reviews

Private Villa with Courtyard

ElizabethRating, 5 stars1 week ago
Our stay was great. No major complaints. The GPS directions kept sending us to the adjacent street but it was not a major inconvenience. Would definitely come back.
Guest favourite
Villa in Clearwater Beach
4.91 out of 5 average rating, 223 reviews

V3- 1 BR, waterfront villa, 2 min walk 2 beach

JennyRating, 5 stars3 weeks ago
We had a great stay! We would definitely stay again!
Villa in Tampa
5 out of 5 average rating, 12 reviews

Live in Paradise 8 minutes to Downtown Tampa

PaolaRating, 5 stars86 months ago
Mike is an incredible person. He was always available, ready to help us. The house is really nice, big, comfortable, good location. I totally recommend this place!
Top Guest favourite
Villa in Largo
5 out of 5 average rating, 30 reviews

10 Minutes to Beaches! Mint House

LisaRating, 5 stars2 weeks ago
We were in town for a family wedding and were looking for convenient, comfortable, affordable accommodations. The Mint House fit the bill! Daniel reached out to make sure we were settling in, and to see if we needed anything. The unit was very neat, clean, and had the amenities that make you feel like you are at home away from home. And there were also thoughtful little touches - like snacks on the dining table and little makeup towelettes in the bathroom - that tell me the host is willing to go the extra mile for his guests. 100% would recommend! Thank you for allowing us to stay in your lovely place.

Luxury villa rentals

Guest favourite
Villa in Palm Harbor
4.91 out of 5 average rating, 34 reviews

Villa Luxe~Heated Saltwater Pool~Near Beaches

CourtneyRating, 5 stars3 weeks ago
My family and I had an amazing stay at Biljana’s home! The house is exactly as shown in the photos. The entire house was spotless on our arrival. Everything inside is totally upgraded and has beautiful finishes. The floors are gorgeous and the kitchen has everything you could possibly need. We loved the fact the house was stocked with toiletries (shampoo, body wash, dish soap, paper towels) etc. and the fact they have beach chairs, umbrellas, beach towels, and even a cooler for you to use. They truly let you into their home with open arms and allow you to access all their things. The heated saltwater pool was warm at 80 degrees and clean. The pool vacuum is awesome and clears all the debris in just an hour or so. Biljana and her husband respond to all your needs very quickly and are so friendly! Only thing I may recommend is updating some outdoor pool furniture such as the patio table and chairs. Would 100% stay here in the future!
Villa in Seminole
4.78 out of 5 average rating, 18 reviews

Free Beachy Vibes Home

JonathanRating, 5 stars1 month ago
This was a great place to start our vacation. We were all impressed by the decor and very comfortable from the get go. Our kids loved the pool and we easily spent an afternoon in the backyard enjoying the scenery and bird song. The pizza oven was also a highlight of our Friday night. Our hosts were great. Very welcoming before we arrived and were quick to respond to an issue we ran into that we were able to solve very quickly. We'd love to come back again in the future and highly recommend to anyone thinking of visiting!
Top Guest favourite
Villa in Tampa
5 out of 5 average rating, 72 reviews

Luxury home in the heart of South Tampa & POOL!

KelseyRating, 5 stars1 week ago
Even better than the pictures! This place was absolutely fantastic. All of my guests loved the property and the backyard was incredible! We had a great time grilling and swimming in the pool! The pool bath is a super nice feature and it’s beautiful! The house was super clean and had plenty of parking. The street was quiet and the neighborhood felt safe. You could even take a morning walk to Wawa for coffee if you wanted to. It’s also a 3 minute car ride to Target and Publix so it’s super easy to get anything you need. Isabella was very sweet and responsive. 10/10 I would absolutely rebook again.
Superhost
Villa in Largo
4.86 out of 5 average rating, 63 reviews

Best deal in town!

BarbaraRating, 5 stars3 weeks ago
The residence was clean and met our needs for the 9 family members that stayed (3 nights). The kitchen has plenty of counter space. The home was roomy enough for all, but some of the seating (blue chairs in photos) was not in the home. If you are traveling with elders, just note that 2 of the 3 bathrooms have smaller than standard doors. My mom’s walker would not fit through them. The beds are very comfortable. We would stay here again if coming to town.
Guest favourite
Villa in Seminole
4.83 out of 5 average rating, 23 reviews

5BR LUX Pool Villa | w/ Sauna | Near The Beach

GaryRating, 5 stars1 month ago
this place was so beautiful. we definitely recommend if you were in the area this is where you want to be. thanks again for being a great host.
Guest favourite
Villa in Clearwater Beach
4.96 out of 5 average rating, 27 reviews

4 min Walk to Beach, Pool, Roof Deck

MattRating, 5 stars3 days ago
Wow!! over from the UK and so happy we found this property. The property itself is fantastic, spacious, nicely presented and provides everything needed. Views were absolutely exceptional, so peaceful across the waterways on the lower balcony for morning coffee where we did see a dolphin one day and further across Clearwater from the roof terrace which was a lovely area to relax and chill out. Cam was an exceptional host keeping us fully informed and responding so quickly to all of my questions during our week. We preferred the beach during the day, which was lovely and such a short walk. The use of the towels and umbrella for our days there was appreciated. All in All this goes down as one of the best weeks we’ve had away.

Villa rentals with a pool

Top Guest favourite
Villa in Dunedin
5 out of 5 average rating, 14 reviews

NEW Family Haven: Near Honeymoon Island

LillaRating, 5 stars1 week ago
No details overlooked - a family paradise! Our hosts were very helpful and the entire stay was wonderful - HIGHLY RECOMMENDED!
Top Guest favourite
Villa in Indian Rocks Beach
5 out of 5 average rating, 18 reviews

IRB Harbor House Semiprivate Waterfront Pool Villa

ReneeRating, 5 stars1 month ago
Will 100% be back! The home was beautiful and felt like we were at our own private resort. Thoughtful touches throughout. To be on the water but walkable to the beach - all around an incredible week. It was private. The host was awesome, great at anticipating our needs and super responsive when needed. Takes great pride in a well maintained and updated home. Home was stocked with all that we needed. Didn’t want to leave! Hard to believe it was better in person than the photos show!
Villa in Indian Shores
4.69 out of 5 average rating, 64 reviews

Relax just steps from Gulf of Mexico ocean & beach

JamesRating, 5 stars1 month ago
Really nice place, well kitted out, good AC. I enjoyed my stay.
Villa in Tampa
4.44 out of 5 average rating, 9 reviews

House in a quiet place to rest in Tampa

HeatherRating, 5 stars37 months ago
Nice quite neighborhood house is just as stated great for families or just a couple like us and our two French bulldogs
Villa in St. Petersburg
4.79 out of 5 average rating, 130 reviews

Dolphin Cove Waterfront St. Pete Beach w/ Pool

LindseyRating, 5 stars1 week ago
We loved our short but sweet stay at this house! Beautiful property, stunning pool, awesome views. Perfect for a family to relax and unwind and have fun.
Guest favourite
Villa in Bayshore Beautiful
4.99 out of 5 average rating, 69 reviews

Southern Charm Villa with Pool

ShelbyRating, 5 stars1 week ago
We loved our stay at the villa! It’s in a quiet, beautiful neighborhood off Bayshore in a great location. Adina was the kindest host and delivered freshly baked treats every morning. Will be back for another refreshing weekend!
Superhost
Villa in Treasure Island
4.87 out of 5 average rating, 15 reviews

Luxury waterfront in the heart of treasure island

JenniferRating, 5 stars2 months ago
Jeff was exceptional. Very friendly and responsive. His home was gorgeous- just as the photos depicted. Beautiful fireplace in the living room (to take the chill off this year’s cold snap) and one in each bedroom. Such a nice touch. The unit and building met our needs perfectly. Great for two couples or a family that wants gathering space and also privacy. The condo was stocked with all the basic things you’d need! We’d highly recommend Jeff and this condo.
Villa in Palm Harbor
4.75 out of 5 average rating, 61 reviews

CRYSTAL BEACH HOME | PRIVATE POOL | WALK TO BEACH

R. YadiraRating, 5 stars1 month ago
My family and I enjoyed the peaceful neighborhood. The walking trail was an added bonus. It was very clean and spacious. There were plenty of hangout spaces. Joey was lightning ⚡️ fast responding to our needs!

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