Madeira Beach Vacation Rentals

#302 Beach Place Condos

  4 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Madeira Beach, Florida, United States
Description: Cute and comfortable 2 bedroom, 2 bath condo offering terrific views of popular John's Pass waterway, bridge & Village in south Madeira Beach. ...

#207 Beach Place Condos

  5 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Madeira Beach, Florida, United States
Description: If you are looking for a relaxing and comfortable 3 bedroom, 2 bath condo right on the beach, here it is! This roomy vacation rental offers everyth...

#204 Crimson Condos

  9 reviews   Add to Favorites

Villa: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Madeira Beach, Florida, United States
Description: This popular vacation 2 bedroom 2 bathroom retreat is near it all: beaches, heated pool and all the amenities including popular John's Pass Village...

Renovated Waterfront Condo with pool & tennis courts

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Madeira Beach, Florida, United States
Description: Fantastic intracoastal views from this beautiful 9th floor Studio condo. Located in a beautiful gated community. The condo is completely updated wi...

Trillium on beautiful Madeira Beach

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Madeira Beach, Florida, United States
Description: From your bedroom or from the living room of your center condo, enjoy a remarkable view of the beach and the Gulf of Mexico. Feel the breeze coming...

#208 Madeira Norte Condo

  5 reviews   Add to Favorites

Villa: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Madeira Beach, Florida, United States
Description: Updated, charming, 2 bedroom, 1.5 bath located steps from the beach and across from popular John's Pass Village offers great value!. This 940 squar...

#104 Las Brisas Condo

  8 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Madeira Beach, Florida, United States
Description: If you seek a vacation property within northern Madeira Beach with spectacular views, cool ocean breezes, and entertainment just a stone's throw aw...

Villa Madeira - Amazing sunsets from your own balcony!

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Madeira Beach, Florida, United States
Description: Start your day with a walk on the beach or a few laps in the pool, relax under the tiki on a lazy island afternoon. Later, enjoy our famous sunsets...

#405 Beach Place Condos

  3 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Madeira Beach, Florida, United States
Description: Very cute and updated 3 bedroom, 2 bath home is available at popular Beach Place Condos. This 1,360 square foot home sleeps up to eight and is near...

Sea Breeze 705

Condo: 1 Bedroom, 1 Bathroom, Sleeps 4
Location: Madeira Beach, Florida, United States
Description: Please note these Check-in Day Requirements for this property: Jan 01 2015 - Dec 31 2023 : Saturday check-in required. Saturday check-out required....

Buena Vista Cottage, 2 Bedroom, Gulf Front, Wireless Inte...

Home: 2 Bedroom, 1 Bathroom, Sleeps 5
Location: Madeira Beach, Florida, United States
Description: A Charming Gulf Front Cottage by John's Pass in Madeira Beach! This house sleeps 5 guests with a queen size bed in the master bedroom, twin beds in...

#222 Surf Song

  10 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Madeira Beach, Florida, United States
Description: Here is your home away from home! Relaxing and comfortable 2 bedroom, 2 bathroom vacation retreat at the popular Surf Song Resort. Guests will enjo...

#200 Beach Place Condos

Villa: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Madeira Beach, Florida, United States
Description: Spacious 1 bedroom, 1 bath rental property near everything, including popular John's Pass Village, white sandy beaches and heated, refreshing swimm...

#226 Surf Song

  8 reviews   Add to Favorites

Villa: Studio, 1 Bathroom, Sleeps 2
Location: Madeira Beach, Florida, United States
Description: This beachfront Studio Efficiency is perfect for couples looking for a memorable Florida vacation along south Madeira Beach. Enjoy the beautiful be...

#102 Crimson Condos

  3 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Madeira Beach, Florida, United States
Description: Your vacation begins the moment you step into 102 Crimson in southern Madeira Beach! With panoramic ocean views, this condo is perfectly located at...

#347 Surf Song

  12 reviews   Add to Favorites

Condo: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Madeira Beach, Florida, United States
Description: Great opportunity to rent a beach view property in popular Surf Song Resort in Madeira Beach! This 1 bedroom, 1 bath condo provides views, prime lo...

#117 Surf Song

  7 reviews   Add to Favorites

Villa: Studio, 1 Bathroom, Sleeps 2
Location: Madeira Beach, Florida, United States
Description: Surf Song 117 is a ground floor non-smoking Studio Efficiency overlooking the pool and the beautiful gulf waters.. This adorable property is popula...

#154 Surf Song

  14 reviews   Add to Favorites

Villa: 1 Bedroom, 1 Bathroom, Sleeps 2
Location: Madeira Beach, Florida, United States
Description: Perhaps no better deal at Surf Song Resort! Prime beach and pool location with views! This studio, motel style, vacation rental has recently been r...

#203 Beach Place Condos

  1 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 8
Location: Madeira Beach, Florida, United States
Description: Make yourself at home in this lovely 2 bedroom, 2 bathroom condo located in popular southern Madeira Beach and directly across the street from John...

#501 Beach Place Condos

  3 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 4
Location: Madeira Beach, Florida, United States
Description: What more could you want in a vacation property? Here is a terrific 2 bedroom, 2 bath condo just across the street from John's Pass Village and ste...

#413 Madeira Norte Condo

  8 reviews   Add to Favorites

Condo: 2 Bedroom, 2 Bathroom, Sleeps 6
Location: Madeira Beach, Florida, United States
Description: With so many finishing touches, it's no wonder that past guests describe this rental unit as awesome, gorgeous, and amazing. With wonderful beach v...

Madeira Beach Yacht Club 337G, 2 Bedroom, Pool View, Heat...

Condo: 2 Bedroom, 1.5 Bathroom, Sleeps 6
Location: Madeira Beach, Florida, United States
Description: Spacious two-story Madeira Beach Yacht Club townhouse has a screened in balcony directly overlooking one of the two heated pools. This two bedroom,...

#113 Surf Song

  8 reviews   Add to Favorites

Cottage: 2 Bedroom, 1 Bathroom, Sleeps 6
Location: Madeira Beach, Florida, United States
Description: 2 bedroom 1 bath Surf Song Cottage - Ground floor. The cottage is a separate building apart from all other Surf Song Units. Located on the east sid...

#411 Beach Place Condos

  7 reviews   Add to Favorites

Condo: 3 Bedroom, 2 Bathroom, Sleeps 8
Location: Madeira Beach, Florida, United States
Description: Gorgeous, bright, beachfront 3 bedroom 2 bath condo is waiting for you to enjoy! This updated retreat has it all, including panoramic views, and pr...

#406 Madeira Norte Condo

Home: 2 Bedroom, 1.5 Bathroom, Sleeps 4
Location: Madeira Beach, Florida, United States
Description: Recently updated 2 bedroom 1 & 1/2 bath with Beach View balcony. Three flat screen televisions. Laminate flooring in kitchen, dining area and l...