Vacation Rentals & Condos in Madeira Beach

/ Home
/ Vacation Rentals
/ United States
/ Florida
Book with confidence.

Updating...

age 0-16
2731 Results

Relevance

Price: low to high

Price: high to low

Reviews

Why am I receiving these results?

2,731 condos

Why am I receiving these results?

Paradise on Earth - Direct Beach Front Condo with High Speed Internet

Fort Myers Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“fabulous” This condo is beautiful. We watched the dolphins from the balcony. We enjoyed the heated pool. Access to the beach is right there. The condo had everything we needed and more. Beautifully decorated . We would highly recommend it.

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$164

⭐Comfy Villa w/ Golf Clubhouse - Adventure & Thrills For Everyone⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$336

“Excellent and perfect House for vacation.” this was my first experience and was the best, perfect area, all was close in case we need to buy something. The house was full equipped for everything you need and very clean. The state park pass was excellent, with access to a perfect beach. we had a very great and fun time with the family.

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$264

The Ever After Estate - 13BR Sleeps 45 People & Has 62 Private Acres

Clermont house

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 43

“Everything you could ever imagine !!!” My new Wife and I just got back from our stay. We held our Wedding there. We had both our immediate families stay with us during 3 days of our 4 day stay. Plenty of room for all, we had 15 adults and 8 kids total. This place is just so amazing. My wife and I toured it prior to our stay and missed so many things because there is so much detail. Our favorite place was the pool area. The day after our wedding some of us hung out at the pool for a couple of hours. The kids all had a blast between the pool slide, video games, ball pit, mini golf, and movie room. This made it easy for us to focus on set up and tear down for the wedding. We had 220 guest during our day and everyone loved the place. Biggest question was how did you find this place. Great photos from our day hit facebook immediately with babies on the Carousels,kids playing mini golf, and people around the tropical pool setting. Andrew, Felicia, and his staff were very helpful. Andrew answered all our questions with fast response times through out the planning. Felicia was there when we checked in and ensured we were settled and answered any last minute questions. The detail andrew put into his Estate is amazing. Every thing out there takes you away from your everyday. We are so lucky that such an awesome place was shared with our family and friends to enjoy. It was the perfect place to hold our special day. The last day I spent an hour taking photos of the Estate in which I noticed the incredible landscape,a touch that just simply takes your breath away on the beauty of life. Andrew thought of it all. The only down fall, which was our fault, is that we did not have enough time to enjoy everything. This was due to a short stay, wedding set up and tear down. Our next stay will be longer. My older Sister from Philly was talking about a family meet up next year. Boy I Hope so. All our Wedding dreams came true. Thank you Ever after Estate and Thank you andrew.

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$1,985

The Bokeelia Boathouse, waterfront, Pine Island

Bokeelia bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$338

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$336

The Great Escape Lakeside, Sleeps Up to 45

Clermont villa

  • 13 bedrooms
  • 11 bathrooms
  • sleeps 45

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$1,295

❤️ Super Cozy Home Minutes to Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Birthday Trip!” I do believe this might have been the funnest trip I've ever taken in my life. Having every single thing just minutes away from you was such a delight and such a pleasure to not have to drive around constantly in the car. This community is gated and seems like a really fun place to actually buy a vacation home. Actually, while we were there we looked into it and might be doing the same thing that this particular person is offering on TripAdvisor as well! First of all, the house was just absolutely amazing... Bigger than my own home even. It was just me, my son and my husband and our house was absolutely humongous. We actually had thought we would have another family with us but it fell through. Everything was clean and perfect. There were many things like dishwasher, laptop, printer, hair dryer, straightener, toiletries, food! When we arrived, we already had some basic needs that were furnished To Us by the owners. It was such a treat to see that they really cared about us to furnish those things! There was a perfect screened in porch out the back over looking a little bit of a water marsh where we got to watch the birds everyday. The wildlife in our particular yard was extremely delightful. From frogs to lizards two birds two cranes we had an amazing time when we were relaxing at home. To my delight, there were also three swimming pools in the complex. One of the pools were in the middle of the community which was right down the street from our home, then there were two others inside the clubhouse which were also fantastic. We really enjoyed the hot tub and sitting underneath the shelter when it started to rain. Since I knew it would be very hot and we would be extremely exhausted, I asked for a maid service halfway through our vacation and I'm so happy I did. It was nice to come home after dinner to a 100% clean house with clean towels and everything perfect. I recommend that you get the service as the cleaning lady does an excellent job! The next time we booked our Walt Disney World vacation I will be using this home again without a doubt. Even though we stayed 7 days, we still did not get to see everything that we wanted to. Next time we come down we are doing 10 to 12 days for sure and cannot wait to come back to Vista Del Lago. I was really surprised on how many friends we made while we were there!! If you are looking for a family home that could easily sleep 7 people, please do yourself a favor and book this, you will be so glad that you did!!

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$252

Just Minutes from the White Sandy Siesta Beach

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“It was very cozy and comfortable apartment!” We loved to spend our vacation at this place. Really close to the beach, to different restaurants, and all kind of stores.

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$115

WESTGATE LAKES RESORT & SPA-Orlando Florida

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 55 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$217

Waterfront living in Punta Gorda Isles w/Amaizng sunset views from the pool!

Punta Gorda house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Excellent vacation” Nicest owner I've ever dealt with house better then expected already booking for may amazing time and caught four fish including a sting ray thanks again John cox

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$458

9Br/6Ba luxurious Pool House from $300/nt, Close To Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$401

Responds fast! avg. 33 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$213

Family Golf Resort 'Villa Bonita' Southern Dunes

Haines City villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“nice house” everything was updated and nice ,except for the mattress they are very old every time we when to sleep and got up we had back paint everybody, and everyroom they need to updated...other then that it was very nice

Responds fast! avg. 1 hour 17 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$121

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$132

Surprise Yourself With Unforgettable Deluxe Villa w/ Private Pool+Spa+Baby Gears

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$402

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$229

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$402

Venice Immaculate RemodeledHome-2 Bdr/2 Bath-Pool-WIFl&CABLE-2 Miles to Beach

South Venice house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$172

ADVENTURE ISLAND & Busch Gardens Home

Tampa house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 11

“Home away from home” The home was magnificent, very spacious, very clean, the decor was awesome!!!location is great we all loved it Mr Sidney was very nice the rental process was very easy. Thank you we will rent from you again.

Responds fast! avg. 2 hours 59 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$190

LUX VILLAs close to sparkling Siesta Key Beach.

Osprey villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$161

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$137

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$402

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$177

CAPE CORAL FLORIDA VILLA ON THE CANAL WITH PRIVATE HEATED POOL

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 48 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$137

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$401

❤️ Super Cozy Family Friendly Home, Private Pool, Hot Tub, Minutes to Disney

Four Corners house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

“Perfection In Every Way - An Unequalled Family Stay” Not only did the kids totally adore their themed rooms, the adults couldn't have been more delighted with our Serendipity rental. We were 3 families: 6 adults, 1 child and 2 infants. We celebrated Grandpa Norm's 70th birthday at Serendipity and at Walt Disney World. When we found Serendipity on Tripadvisor Flipkey, we immediately knew this was the perfect place to base our family for our Florida celebration and once we were in touch with the owners, Ken and Sarah, we were confident we had made the right choice. Every detail of our planning was enhanced by prompt replies from Sarah to our inquiries and every detail of the home in pictures and description on Flipkey were accurate to a "t." Each family could enjoy their privacy if they desired in their separate bedrooms with private baths but the living space made for a gathering of the entire family for companionship, conversation and dining effortless. And the outdoor space and pool area added to our family time together, especially after our long days at the Disney parks. We never felt crowded indoors or out. Every room and the outdoor area appeared to be professionally decorated. Sarah and Ken had supplies (cereal, milk, juice, coffee, bread, jam and much more) waiting for us so we didn't have to make a trip to the grocery store our first venture out. The house is located close to the parks, shopping, restaurants and grocery stores and Ken and Sarah's secret directions to the parks were flawless and fast. We had a couple of special requests re parking and items needed for the infants. The special requests were handled right away and the supplies for infants (see Flipkey description) was unbelievable - oh, and the gameroom! A man cave and kids cave dream come true and if anyone had wanted to golf - there were even golf clubs provided among numerous other resort quality extras. Well, I could go on and on but let me say: Don't hesitate to stay at Serendipity. Sarah and Ken will make sure you are comfortable in every way and that your every question about the house and planning your activities while visiting the area are covered. You will call them friends, as I do, even though we only corresponded by email. Again, I will say: Serendipity is perfection!

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$401

Sunny Daze

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 36 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$252

Unit 26- 4 Bedroom Emerald Island 2711

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 7 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$125

8br/6ba pool villa from $280/nt , Close to Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$344

#7 Loft Apartment in Historic District Downtown Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$305

Beautiful Casa Italiana Lely Golf & Beach in Naples

Lely Resort house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$474

✦Spacious & Luxurious✦Perfect for Large Group w/ Private Pool✦

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$336

Stunning & Bright Sarasota Home

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$395

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$114

Skyline Resort

Lakewood Ranch apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 36 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$252

Oasis Cape Coral

Cape Coral house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 0 minutes

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$859

⭐ Spacious 8 Bedrooms Champions Gate Resort Villa w/ Private Pool ⭐

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

Match: Golf course on site or within 15 min walk Pets allowed

All filters match

Price per night from

$401

Viewing 38 of 2,731
rentals in Madeira Beach

×

Also consider