Vacation Rentals

Featured Properties

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38 found.
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Anglers Cove

3 bed/3 full baths with gorgeous water views. Completely remodeled and very tastefully decorated. Large wrap around balcony. Lots of parking. Walking distance to restaurants and convenience store.

Arie Dam

Spectacular sunsets in this quaint beach front, 15 unit complex. Heated pool, Jacuzzi, Balcony, Wi-Fi, Fully Equipped Kitchen, Assigned parking, Washer/Dryer, Security Building and direct gulf view from all units.

Available at Arie Dam:
Unit 301
Unit 303

Atoll Tropical Hideaway

Nestled in the tropical landscapes of St Pete just five minutes to all sunny Madeira Beach has to offer. Located minutes to the Pinellas Bike Trail. Three properties here include a 1bed/1,5bath townhome attached to a 2bd/2bath home and a separate 2bd/2bath single family home. All have Fully Equipped Kitchens, Wi Fi, Cable TV, Washer/Dryer, Patio and are very nicely furnished. Plenty of shopping,restaurants and a brand new Wal Mart just minutes away.

Beach Cottage I

Wake up to the surf in this well appointed beach front condo. Heated pool, Jacuzzi, Balcony, Wi-Fi, Washer/Dryer, Security Building, Bar-b-que area, Gas Grill, Covered parking, Fully Equipped Kitchen and direct gulf view.

Beach Place

Beach front building direct across from World Famous Johns Pass Village. Heated pool, Gas Grill, Covered Parking, Wi-Fi Washer/Dryer, Security Building, Remodeled, Fully Equipped Kitchen and Southwest beach views.

Boca Vista

Spacious and tastefully furnished 2 bedroom- 2 full bathroom condos, oversized balconies located on the inter-coastal waterways in a Security Building with heated pool, spa, tennis courts and 2 assigned parking spots. Each unit is equipped with Washer/Dryer, Fully Equipped Kitchen, Cable, Wireless internet, intracoastal views vary depending on location within the building. Conveniently located a short 2 blocks to the white sands of Madeira beach, and walking distance to a variety of restaurants, grocery & drug stores and shopping. Enjoy visiting the world famous John’s Pass Village located one mile south

Boca Ciega Point

Beautiful gated waterfront community located just 1/2 mile from our lovely gulf beaches. Units in the three story condo building have open balconies overlooking Boca Ceiga Bay. Enjoy a relaxing, active lifestyle here with amenities including Heated pool, saunas, tennis courts, bocce, shuffleboard, horse shoe courts, fitness center, library, clubhouses and putting green.

Breakers 307

Quiet tropical paradise for your perfect beachfront vacation. Located on prestigious Redington Beach this complex offers a Gulf front swimming pool with large deck and BBQ grills. Close to public transportation, restaurants and shopping. This well equipped condo has everything needed for your beachfront vacation.

Coconut Cottage

Watch the dolphins play from your backyard at this private waterfront home. Gas Grill, Washer/Dryer, Fully Equipped Kitchen, Fireplace, Private Dock and just one block walk to the beach.

Charming Beach Home

CHARMING BEACH HOME Well cared for 2bd/1bath beach cottage. Small pets welcome. One block walk to Florida's white sandy beaches. Relax in the large enclosed screened porch and enjoy the beautiful outdoors rain or shine. Home has beautiful hardwood floors, updated and well equipped kitchen and Wi Fi.

Indian Springs 902

Two bedroom 2.5 bath Townhome. Laundry just steps away. Wifi, very well equipped kitchen. Close to great Restaurants, Grocery Stores, and Shopping in addition to being so close to the Beach.

Gulf Mariner

Gulf view of the white sandy beaches. Gulf Mariner has a large pool/jacuzzi area surrounded by green lawns and tropical landscaping, outdoor gas grills. Convenient walk to near-by restaurants.

Available at Gulf Mariner:
Unit 206

Kima

Fabulous beach views from balcony, living room and master suites in these beautifully remodeled units. Heated Pool, Wi-Fi, Washer/Dryer, Fully Equipped Kitchen, Security Building, direct gulf view from all units.

Landmark Towers

Enjoy the powdery white beaches at this Sand Key beach front beauty. Heated Pool, Jacuzzi, Tennis Courts, Washer/Dryer, Balcony, Water Softener, Gated Security and just across the street from great dining and shopping.

Madeira Bay

Gorgeous intracoastal water views await you at this complex which is directly across the street from the beach and right next door to John’s Pass Shopping Village. This complex features a heated pool and Jacuzzi. Restaurants, shopping and the beaches are all within walking distance to this conveniently located property. The kitchen is fully equipped and there is a washer/dryer inside the condo as well. Wireless internet is available at no charge. Pet Friendly.

Madeira Cove

Tropical landscaping in this newer luxury building overlooking the intracoastal and just a short walk to our sandy beaches. Heated Pool, Hot Tub, Very well equipped kitchen, Balcony, grills, fitness center, washer/dryer in unit, WI Fi and intracoastal view.

Madeira Towers

Spacious Beach Front 3 bedroom corner luxury unit with 180 degree view of gulf and bay, Heated Pool, Washer/Dryer, Fully Equipped Kitchen, Gas Grill, Security Building, Direct Gulf views.

Ocean Sands

These blue beach front beautifully maintained twin towers greet you when you enter Madeira Beach over the Tom Stewart Causeway. This tropically manicured complex boasts, Heated Pool, Hot Tub, Bar-b-que, Washer/Dryer, Wi Fi, Large balcony, Security Building and a Direct Gulf view from all units.

Royal Orleans

Heated pool, nicely equipped mini-kitchens, A/C, free wireless internet, washer/dryer on premises, beach right across the street, close to dining and shopping. ***Nightly and weekend rates available***

Available at Royal Orleans:
1 Bedroom 2 Bath
Studio

Saltaire

Truly Unique beach front one bedroom, loft and 2 full bath rental in a small five unit building on beautiful Indian Shores. Enter the pool area from your spiral staircase off the balcony and enjoy the Heated Pool, Hot Tub, Gas Grill. Inside has been remodeled, Skylights allow lots of natural sunlight in and has Internet, Well Equipped , Completely Remodeled, Internet, Washer/Dryer and balcony.

Sea Gate

Breathtaking views await you at this premium top floor,beach front rental in beautiful Indian Shores. Remodeled condo that will have you coming back year after year boast a Heated Pool, Tiki Hut and Grills, Undercover Parking, Wi Fi, Washer/Dryer, Balcony with direct beach views and beautifully updated and equipped condo.

Sea Towers

Desirable waterfront gated adult complex. Wide sweeping views of the intracoastal and Gulf from most any of the communities 8 buildings. This lovely complex is a short 5 minutes from beautiful Madeira Beach and close to grocery, shopping, golf, restaurants and just 30 minutes to Tampa. Studios, One Bedrooms and Two bedrooms are available here. 24/7 gated security, private beach, fishing piers, two heated pools, club house, tennis courts, many activities in this very active complex and a full time social director.

Seminole Pool House

Stay awhile in this large, nicely appointed three bedroom pool home just one mile from the white sands of Madeira Beach. Washer/Dryer, Solar Heated Pool, Internet, DVD, 2 Car Garage and Circular Drive.

Snug Harbor

Prime condos in this waterfront complex with lush tropical landscaping overlooking Boca Ciega Bay. Units have Gourmet Kitchens, Spacious open floor plans and Volume Ceilings, Heated Pool, Jacuzzi, Sun Deck, Clubhouse, Washer/Dryer, Security Building, Balcony, View of intracoastal from all units.

Available at Snug Harbor:
2 Bed / 2 Bath
3 Bed / 2 Bath

Starfish Cottages

Preserving the quaint image of this Madeira Beach Property with old Florida Charm here. Two Private Beach bungalows for rent, Two bedroom is directly on beach and the one bedroom is right behind it, Enjoy the beautiful beach setting that Madeira Beach offers in these pet friendly cottages equipped with Wi Fi, Grill and beautifully landscaped grounds.

Available at Starfish Cottages:
1 BR / 1 BA
2 BR/1 BA

Sunset Cove Beach Home

Travertine tile floors through out, stainless appliances, corian counter tops, wood cabinetry, oversized family room , Wi Fi, washer dryer, garage and neighborhood waterfront park with pier. Backyard grill, patio table 4 chairs and outdoor shower.

Sunshine Unit 3A

Listen to the surf and watch the dolphins play from your balcony in this two bedroom corner unit on peaceful Indian Shores. Small and cozy building with breathtaking views. Heated Pool, Washer/Dryer, Internet, Fully Equipped Kitchen, Undercover Parking, Security Building, Direct Gulf view from all units.

Surfside Towers

Beach Front, 10 story complex located on Madeira Beach. Panoramic views from this well appointed condo.Beachfront Heated Pool, Spa, Sundeck, Recreation Room, Fitness Center, Barbecue/Picnic area, Pool Table, Ping Pong, Game Tables, Washer/Dryer, Fully equipped kitchen and Balcony.

Available at Surfside Towers:
Unit 304

The Rose

Wide sandy beaches await you at the Rose condo on Indian Shores. Panoramic views from this fifth floor corner unit appointed with Wi Fi, Fully Equipped Kitchen, Remodeled Guest Bath, Heated Pool, Washer/Dryer in unit, Security Building, Direct Gulf view from all units

Tropical Palm Duplex

This inviting, completely remodeled three bedroom two bath is just a one block walk to the beach. Minutes to an abundance of shopping and restaurants. This property features are: Washer/Dryer, Stainless Steel Appliances, Granite Counter Tops, Flat Screen TV, newly remodeled inside & fresh paint on outside along with tropical landscaping.

Trillium

Premium Madeira Beach, beach front condos offer you spectacular beach views and beautiful sunsets 365 days a year. Heated pool, Fully e Equipped Kitchen, Washer/Dryer, WiFi and Large Balcony.

Paradise Towers

Heated pool, spa, outdoor dining, gas grills, upper sundeck, lighted fishing piers, boat slips and a luxury lounge

Rates are subject to change without notice.
All prices are plus cleaning fees and 13% sales tax.
Spring Break and Holidays will be subject to increased rates.