Cottage holiday rentals in Madeira Beach
Find and book unique cottages on Airbnb
Top-rated cottage rentals in Madeira Beach
Guests agree: these cottages are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for cottage rentals in Madeira Beach
Cottage rentals with a hot tub
Cottage in Clearwater
4.77 out of 5 average rating, 166 reviewsTiki Cottage Sleeps 6, Pets OK, Steps to Beach
18–25 Sept
Cottage in Safety Harbor
4.96 out of 5 average rating, 156 reviewsHarbor Oasis with Hot Tub
15–22 Sept
Cottage in Indian Rocks Beach
4.97 out of 5 average rating, 63 reviewsNEW! Updated Stilt Home STEPS TO BEACH!
14–21 Jan
Cottage in Largo
4.95 out of 5 average rating, 59 reviewsHidden Oasis #1, just a few minutes to the beaches
20–27 Aug
Cottage in Palm Harbor
4.84 out of 5 average rating, 49 reviewsHappy Camper Cottage | Cozy Oasis with Hot Tub
3–10 Mar
Cottage in Treasure Island
5.0 out of 5 average rating, 28 reviewsCasa Sunset by Agua Salá
12–19 Jul
Cottage in Odessa
5.0 out of 5 average rating, 15 reviewsBreathtaking Lakefront Glass Cottage
14–21 Dec
Cottage in Largo
5.0 out of 5 average rating, 18 reviewsFamily FUN~Pool, GameRoom+Bikes, Near Beach/Trail
8–15 Jan
Pet-friendly cottage rentals
Cottage in Indian Rocks Beach
4.68 out of 5 average rating, 186 reviewsBeachy Paradise
4–11 Dec
Cottage in Palm Harbor
4.78 out of 5 average rating, 167 reviewsCrystal Beach Cottage #1
29 Jun – 6 Jul
Cottage in Tampa
4.99 out of 5 average rating, 140 reviewsBay Lake Cottage
19–26 Aug
Cottage in Dunedin
4.96 out of 5 average rating, 304 reviewsWalk to Downtown & Waterfront- Barefoot Parrot 1
5–12 Dec
Cottage in Indian Rocks Beach
4.91 out of 5 average rating, 114 reviewsCoastal Modern 2/2 Coral Sands II at IRB
3–10 Feb
Cottage in Indian Rocks Beach
4.75 out of 5 average rating, 106 reviewsBest location, Steps 2 Beach, BBQ firepit Pets OK
7–14 Jun
Cottage in Clearwater
4.84 out of 5 average rating, 118 reviewsBeach Guest Cottage. Gulf Semi Private Area.
29 Jun – 6 Jul
Cottage in Saint Pete Beach
4.86 out of 5 average rating, 155 reviewsSunny Sandy Escape! Steps 2 Famous Beach w/2 Bikes
15–22 Dec
Private cottage rentals
Cottage in Tarpon Springs
4.99 out of 5 average rating, 136 reviewsCooper Cottage: Cozy, Convenient and Comfortable
23–30 Jul
Cottage in Indian Shores
4.86 out of 5 average rating, 161 reviews*GROUND FLOOR DIRECT BEACHFRONT COTTAGE!!*
29 Jun – 6 Jul
Cottage in St. Petersburg
4.87 out of 5 average rating, 142 reviewsBeachy St. Pete Cottage Retreat!
10–17 May
Cottage in Madeira Beach
4.83 out of 5 average rating, 114 reviewsFamily Friendly Beach Cottage in Madeira Beach, FL
5–12 Nov
Cottage in Dunedin
5.0 out of 5 average rating, 226 reviewsDowntown Dunedin Historic Orange Blossom Cottage 1
12–19 Jul
Cottage in Madeira Beach
4.88 out of 5 average rating, 92 reviewsCozy Cottage on Mad Beach - NEWLY RENOVATED!!
23–30 Oct
Cottage in Madeira Beach
4.83 out of 5 average rating, 29 reviewsBeach cottage, 30 second walk to the sand !
17–24 Aug
Cottage in Treasure Island
4.98 out of 5 average rating, 56 reviewsKey Lime Cottage-Beach1 block
6–13 Jul
Quick stats about cottage rentals in Madeira Beach
Total rentals
20 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.9K reviews
Nightly prices starting at
£88 before taxes and fees
Destinations to explore
- Anna Maria Island Holiday rentals
- Tampa Holiday rentals
- Sarasota Holiday rentals
- Kissimmee Holiday rentals
- Orlando Holiday rentals
- Naples Holiday rentals
- West Palm Beach Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Holiday rentals
- Miami Beach Holiday rentals
- Key West Holiday rentals
- Cottage rentals Florida
- Cottage rentals Florida
- Cottage rentals Kissimmee
- Cottage rentals Tampa
- Family-friendly rentals Madeira Beach
- Rentals with a firepit Madeira Beach
- House rentals Madeira Beach
- Family-friendly rentals Madeira Beach
- Hotel rentals Madeira Beach
- Rentals with a patio Madeira Beach
- Rentals with a sauna Madeira Beach
- Beachfront rentals Madeira Beach
- Rentals with beach access Madeira Beach
- Beach apartment rentals Madeira Beach
- Apartment rentals Madeira Beach
- Rentals with a fireplace Madeira Beach
- Rentals with a washing machine and dryer Madeira Beach
- Rentals with outdoor seating Madeira Beach
- Rentals with an EV charger Madeira Beach
- Monthly Rentals Madeira Beach
- Rentals with a hot tub Madeira Beach
- Rentals with pools Madeira Beach
- Beach house rentals Madeira Beach
- Pet-friendly rentals Madeira Beach
- Flat rentals Madeira Beach
- Fitness-friendly rentals Madeira Beach
- Waterfront rentals Madeira Beach
- Cottage rentals Pinellas County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom