Entire home
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Choose dates to view prices
Photo gallery for Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30





Entire home
Popular amenities
- Parking available
- Pool
- Outdoor space
- Kitchen
- Air conditioning
- Barbecue grill
Explore the area

Madeira Beach, FL
- John's Pass Village & Boardwalk5 min walk
- Hubbards Marina8 min walk
- Bay Pines VA Medical Center8 min drive
- St. Petersburg, FL (SPG-Albert Whitted)22 min drive
Room options
You may also like
Ad

Hilton Clearwater Beach Resort & Spa
Clearwater Beach
- On private beach
- Pool
- Spa
- Free WiFi
4.0 out of 5, Very good, 2,170 reviews
4.0
Very good
2,170 reviews
The price is CA $234
CA $234
CA $319 total
includes taxes & fees
Sep 14 - Sep 15
Ad

Sirata St. Pete Beach
St. Pete Beach
- Pool
- Hot tub
- Restaurant
- Air conditioning
3.7 out of 5, Good, 2,380 reviews
3.7
Good
2,380 reviews
Ad

Innisbrook Resort
Palm Harbor
- Pool
- Hot tub
- Spa
- Pet-friendly
4.2 out of 5, Very good, 1,004 reviews
4.2
Very good
1,004 reviews
The price is CA $220
CA $220
CA $311 total
includes taxes & fees
Sep 8 - Sep 9
Ad

Sirata Beach Resort St Pete Beach
St. Pete Beach
- Pool
- Free WiFi
- Restaurant
- Air conditioning
4.0 out of 5, Very good, 118 reviews
4.0
Very good
118 reviews
The price is CA $210
CA $210
CA $293 total
includes taxes & fees
Sep 28 - Sep 29
Ad

The Vinoy Resort & Golf Club, Autograph Collection
Historic Old Northeast
- Pool
- Spa
- Pet-friendly
- Restaurant
4.4 out of 5, Excellent, 1,000 reviews
4.4
Excellent
1,000 reviews
The price is CA $469
CA $469
CA $589 total
includes taxes & fees
Sep 8 - Sep 9
Ad

Hyatt Regency Clearwater Beach Resort & Spa
Clearwater Beach
- Pool
- Hot tub
- Spa
- Kids pool
4.6 out of 5, Wonderful, 1,983 reviews
4.6
Wonderful
1,983 reviews
The price is CA $281
CA $281
CA $372 total
includes taxes & fees
Sep 30 - Oct 1
Ad

Hyatt Place St. Petersburg / Downtown
Downtown St. Petersburg
- Pool
- Breakfast included
- Pet-friendly
- Free WiFi
4.6 out of 5, Wonderful, 1,003 reviews
4.6
Wonderful
1,003 reviews
The price is CA $176
CA $176
CA $198 total
includes taxes & fees
Sep 14 - Sep 15
Ad

La Quinta Inn by Wyndham Tampa Bay Pinellas Park Clearwater
Pinellas Park
- Pool
- Breakfast included
- Pet-friendly
- Parking included
2.6 out of 5, 1,001 reviews
2.6
1,001 reviews
The price is CA $100
CA $100
CA $113 total
includes taxes & fees
Sep 21 - Sep 22
Ad

The Hotel Zamora
St. Pete Beach
- Pool
- Hot tub
- Pet-friendly
- Restaurant
4.2 out of 5, Very good, 164 reviews
4.2
Very good
164 reviews
The price is CA $285
CA $285
CA $385 total
includes taxes & fees
Sep 8 - Sep 9
Ad

Clearwater Beach Marriott Resort on Sand Key
Sand Key
- Pool
- Hot tub
- Spa
- Pet-friendly
4.6 out of 5, Wonderful, 1,004 reviews
4.6
Wonderful
1,004 reviews
The price is CA $289
CA $289
CA $381 total
includes taxes & fees
Sep 11 - Sep 12
About the area
Madeira Beach
Close to the beach.Within a 10-minute walk of this Madeira Beach cottage, you'll find St. Petersburg - Clearwater Beaches and John's Pass Village & Boardwalk. Also, Hubbards Marina is within half a mile (1 km) and Belleair Beach is within 2 miles (3 km).
What's nearby
- John's Pass Village & Boardwalk - 5 min walk - 0.4 km
- Hubbards Marina - 8 min walk - 0.7 km
- St. Petersburg Municipal Beach - 14 min walk - 1.2 km
- Bay Pines VA Medical Center - 8 min drive - 6.8 km
- Upham Beach - 15 min drive - 8.3 km
Getting around
- St. Petersburg, FL (SPG-Albert Whitted) - 27 min drive
Restaurants
- Delosa's Pizza - 11 min walk
- Hooters - 13 min walk
- Bamboo Beach Bar & Grill - 9 min walk
- Sculley's Restaurant - 12 min walk
- Mad Beach Cantina - 5 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30
Welcome to Island Paradise Cottages — your own private retreat in the heart of Madeira Beach. This exclusive rental includes all eight unique cottages and villas, offering the perfect setup for large groups, family reunions, retreats, or multiple families vacationing together. Nestled in a quiet residential neighborhood just a short walk from the white sands of the Gulf of Mexico and the vibrant shops and restaurants of John’s Pass Village, the property combines privacy, comfort, and convenience in one unforgettable setting.
Each cottage is individually styled and fully equipped, providing guests with the comforts of home while still enjoying the charm of a boutique beach getaway. Whether you're gathering around the tiki hut, lounging by the pool, or cruising the neighborhood on complimentary bikes, you’ll find something here for everyone.
* Eight private cottages accommodating up to 30 guests
* Beautiful heated pool with lush tropical landscaping
* Gas firepit and thatched tiki hut gathering space
* Propane BBQ grills and multiple outdoor dining areas
* Fully equipped kitchens in every cottage
* Free use of kayaks, paddleboards, beach gear, bikes, and lawn games
* High-speed Wi-Fi, cable TV, and free assigned parking
* Beach towels, bath towels, and linens provided
* On-site coin-operated laundry for guest use
* 24-hour guest services hotline
* Just a 5-minute walk to the beach, and walking distance to John’s Pass Village, shops, restaurants, and beach trolley access
When you stay at Island Paradise Cottages, you’re not just booking a place to sleep — you're creating an entire beachside experience. Whether you’re gathering your extended family, reconnecting with friends, or planning a special group retreat, this all-in-one property makes it easy to enjoy together time with plenty of space to relax. Come and experience why guests return year after year to this hidden gem on Florida’s Gulf Coast.
-- Gas Firepit in the Courtyard for Evening Relaxation.
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.
All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay? We've got you covered - no charge!
Each cottage is individually styled and fully equipped, providing guests with the comforts of home while still enjoying the charm of a boutique beach getaway. Whether you're gathering around the tiki hut, lounging by the pool, or cruising the neighborhood on complimentary bikes, you’ll find something here for everyone.
* Eight private cottages accommodating up to 30 guests
* Beautiful heated pool with lush tropical landscaping
* Gas firepit and thatched tiki hut gathering space
* Propane BBQ grills and multiple outdoor dining areas
* Fully equipped kitchens in every cottage
* Free use of kayaks, paddleboards, beach gear, bikes, and lawn games
* High-speed Wi-Fi, cable TV, and free assigned parking
* Beach towels, bath towels, and linens provided
* On-site coin-operated laundry for guest use
* 24-hour guest services hotline
* Just a 5-minute walk to the beach, and walking distance to John’s Pass Village, shops, restaurants, and beach trolley access
When you stay at Island Paradise Cottages, you’re not just booking a place to sleep — you're creating an entire beachside experience. Whether you’re gathering your extended family, reconnecting with friends, or planning a special group retreat, this all-in-one property makes it easy to enjoy together time with plenty of space to relax. Come and experience why guests return year after year to this hidden gem on Florida’s Gulf Coast.
-- Gas Firepit in the Courtyard for Evening Relaxation.
We help make the most of your vacation by providing Free Admission to some of the area's top activities & attractions each and every day, including Busch Gardens, The Clearwater Aquarium, The Dali Museum, The Tampa Zoo, evening cruises, bike rentals and more! Create exciting memories, have more fun, and truly experience your destination. (One Free Ticket Per Day, Per Activity. Free Fun Program not eligible for stays over 28 days)
A Professionally Managed Vacation Rental Property Following CDC Recommended Guidelines, and Providing 24hr Guest Support.
All our properties include free parking, a complete linen set, beach and bath towels, a starter set of paper goods, hand soap, dishwashing soap and trash bags, free WiFi access, and a 24hr Guest hotline for any issues. Need a Pack n' Play for your stay? We've got you covered - no charge!
Similar properties

☀2 Townhomes🌴Azul A3/A4🐬Great Location🏖️Close to Beach🍹Private Rooftop Decks
☀2 Townhomes🌴Azul A3/A4🐬Great Location🏖️Close to Beach🍹Private Rooftop Decks
Madeira Beach
- Pool
- Kitchen
- Washer
- Dryer

The Sandcastle Collection at Silver Sands – 8BR/8BA, Sleeps 24, Beach Access, Walk to John’s Pass
The Sandcastle Collection at Silver Sands – 8BR/8BA, Sleeps 24, Beach Access, Walk to John’s Pass
Treasure Island
- Kitchen
- Free WiFi
- Air conditioning
- Outdoor space

Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING
Milos Beach House "BRAND NEW" A Luxe Haven Steps from the Beach-ROOFTOP SWIMMING
Indian Rocks Beach
- Ocean view
- Pool
- Hot tub
- Kitchen
5.0 out of 5, Exceptional, 25 reviews
5.0
Exceptional
25 reviews

Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort
Sleeps 24! Steps to the Beach! Outdoor Pool Entire Resort
Madeira Beach
- Pool
- Kitchen
- Free WiFi
- Air conditioning

St Pete Upham Beach Private Boutique Pool
St Pete Upham Beach Private Boutique Pool
St Pete Beach
- Pool
- Kitchen
- Washer
- Dryer
5.0 out of 5, Exceptional, 2 reviews
5.0
Exceptional
2 reviews

Waterfront Heated Pool, Sleeps 20 - 4plex
Waterfront Heated Pool, Sleeps 20 - 4plex
Largo
- Pool
- Kitchen
- Washer
- Dryer
4.8 out of 5, Exceptional, 11 reviews
4.8
Exceptional
11 reviews

🏨 Entire Hotel Takeover! Events, Parties, Heated Pool. Groups up to 46 guests!
🏨 Entire Hotel Takeover! Events, Parties, Heated Pool. Groups up to 46 guests!
Treasure Island
- Pool
- Free WiFi
- Air conditioning
- Parking available
5.0 out of 5, Exceptional, 12 reviews
5.0
Exceptional
12 reviews

Family Reunion Sleeps 30 people
Family Reunion Sleeps 30 people
Independence Square
- Ocean view
- Pool
- Kitchen
- Washer
4.8 out of 5, Exceptional, 12 reviews
4.8
Exceptional
12 reviews

4 Unit Beach Condo Building with dock, sleeps 24
4 Unit Beach Condo Building with dock, sleeps 24
Indian Rocks Beach
- Ocean view
- Kitchen
- Washer
- Dryer

Luxurious Waterfront Mansion! Minutes to the Beach!
Luxurious Waterfront Mansion! Minutes to the Beach!
Causeway Isles
- Pool
- Kitchen
- Washer
- Dryer
4.0 out of 5, Very good, 8 reviews
4.0
Very good
8 reviews
Property amenities
Beach
- Beach nearby
Pool/Spa
- Communal pool
Internet
- Available in the cottage: Free WiFi
Parking and transportation
- Parking on site
Kitchen
- Coffee/tea maker
- Dishwasher
- Microwave
- Refrigerator
Bedrooms
- 11 bedrooms
- Bedsheets provided
Bathroom
- 8 bathrooms
- Hair dryer
- Shower
- Towels provided
Entertainment
- TV with cable/satellite channels
Outdoor areas
- Balcony
- Barbecue grill
- Firepit
Comfort
- Air conditioning
- Heating
Pets
- No pets allowed
Suitability/Accessibility
- Smoking not allowed
Location highlights
- Near a zoo
Things to do
- Golf
- Optional golf privileges
- Water park
- Fishing nearby
- Golfing nearby
- Jet skiing nearby
- Motor boating nearby
- Parasailing nearby
- Swimming nearby
- Theme park nearby
- Wildlife walks nearby
Safety features
- Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
- Smoke detector (host has indicated there is a smoke detector on the property)
General
- Unit size: 2,400 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Pets
- No pets allowed
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a smoke detector in each accommodation.
Property is also known as
15562
Entire Island Paradise Cottages – Heated Pool, Tiki Hut, Walk to Beach, 8 Units, Sleeps 30 Reviews
Reviews
Rating 10 - Excellent. 0 out of 0 reviews
10 - Excellent
0
Rating 8 - Good. 0 out of 0 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 0 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 0 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 0 reviews
2 - Terrible
0
Reviews
No reviews yet
Be the first to leave a review for this property after your stay.