
Redington Beach Rentals
- From $635 per night (USD)
VRBO
Stunning, spacious, comfortable beach front condo on Gulf of Mexico
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Hurricanes Helen and Milton: All damages have been repaired and our building is better than ever with new pool and hot ...
From $635 per night (USD)VRBO
- From $348 per night (USD)
Expedia
Las Brisas, Breathtaking view! Oceanfront, Sleeps 9, 2 COVERED PARKING SPOTS
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Our Las Brisas three bedroom/two bath condominium rental is among the larger units available in the Tampa-St. Pete-Clear ...
From $348 per night (USD)Expedia
- Click For Pricing
VRBO
Quiet, Waterfront Top Floor Unit-Close to Beach & Dining, Private Screened In Balcony, Fishing Docks
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The Madeira Beach Yacht Club is located on the Bay, in a quiet and peaceful section of Madeira Beach. The gated communi ...
Click For PricingVRBO
- From $181 per night (USD)
VRBO
Boca Vista Condo - Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Gorgeous condo in a beautiful, well maintained water front complex. Two blocks away from the beach with supermarkets, r ...
From $181 per night (USD)VRBO
- From $284 per night (USD)
VRBO
2/1 Full beach views, Pool, Kitchen
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Full views…come see for yourself! ...
From $284 per night (USD)VRBO
- From $1788 per night (USD)
VRBO
Casa Bonita - Grand Spanish Style Villa, NEW Pool w 2 Spas amid Tropical Gardens
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
This stately 5,600 square foot house has all the amenities for a wonderful family gathering. The large living area inclu ...
From $1788 per night (USD)VRBO
- From $222 per night (USD)
VRBO
Luxurious beach condo, family friendly, huge balcony, spectacular sunsets
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
The swimming pool and spa have been restored and are now open for use by owners and renters. This beautiful, luxury c ...
From $222 per night (USD)VRBO
- From $575 per night (USD)
Expedia
Anglers Cove #306 3 bed 3 bath Beachfront
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Spacious beachfront condo w/balcony, ocean views, on-site heated pool & hot tub 3 En-Suite Bedrooms, Panoramic Views an ...
From $575 per night (USD)Expedia
- From $266 per night (USD)
VRBO
Million Dollar Gulf View, Madeira Beach FL
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Stand on the balcony and observe the most beautiful view of the Gulf you can imagine. Walk from sparking pool and hot t ...
From $266 per night (USD)VRBO
- From $193 per night (USD)
Expedia
Amazing 2nd story condo across the street from the Gulf with gorgeous views.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Incredible location. Across from the beautiful gulf beaches. Walking distance to several local great seafood restaurant ...
From $193 per night (USD)Expedia
- From $250 per night (USD)
VRBO
Oceanfront Condo with Community Pool, Balcony + Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Wake up to the sound of the Gulf every morning when you stay at Ocean Sands 1101. This Madeira Beach, FL vacation condo ...
From $250 per night (USD)VRBO
- Click For Pricing
Expedia
Enjoy the views, relax and unwind all amenities just steps away!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 3
Ocean view Condo with 2 balconies, steps away from beach restaurants and coffee shops. Building provides work out area, ...
Click For PricingExpedia
- From $216 per night (USD)
VRBO
Winter Getaway Paradise! Beachfront Condo in Private Building. Heated Pool. Shopping, Restaurants.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Spend a month in this incredible beachfront condo building, and enjoy the spectacular feel of this very upscale and upda ...
From $216 per night (USD)VRBO
- From $179 per night (USD)
Expedia
Enjoy sunny water views from your private lanai. Steps to Madeira Beach.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Brew a morning cup of coffee and enjoy the sunrise over the bay from your private lanai, just steps to Madeira Beach. ❤ ...
From $179 per night (USD)Expedia
- From $362 per night (USD)
VRBO
Renovated beachfront condo with pool, amazing Gulf views & washer/dryer
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Arie Dam 401 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desir ...
From $362 per night (USD)VRBO
- Click For Pricing
Expedia
Beautiful condo on the beach
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 3
Beautiful 1 bedroom 2 bathroom condo in Tower Isles, one of Redington Shores most coveted beach locations. The condo is ...
Click For PricingExpedia
- From $216 per night (USD)
VRBO
Waterfront wonder with Intracoastal views, pools, hot tub & fishing dock
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Beach Yacht Club 329H Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply ...
From $216 per night (USD)VRBO
- From $178 per night (USD)
Expedia
Upper Floor with Exceptional Views. Beachfront Studio. Private and Peaceful Complex. Heated Pool.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Enjoy an exceptional value in one of the best properties on Madeira Beach. This Studio condo offers a breathtaking view ...
From $178 per night (USD)Expedia
- From $430 per night (USD)
VRBO
*Newly Remodeled* Beachfront Condo 3Bed/2Bath—Sea Oats 404
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Fully Remodeled November 2022* 3 Bed /3 Bath Condo is located directly on Redington Shores Beach overlooking the stunn ...
From $430 per night (USD)VRBO
- From $287 per night (USD)
Expedia
3rd-floor oceanfront corner condo with on-site pool & ocean views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Sunset Shores Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $287 per night (USD)Expedia
- From $409 per night (USD)
VRBO
Sea Oats 204 is a Gold Tier 3 bedroom 2 bath Gulf Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Sea Oats 204 -Home away from home- Vacation Rental -(Gold Tier) is a three bedroom and two bath vacation rental with a G ...
From $409 per night (USD)VRBO
- From $709 per night (USD)
VRBO
GORGEOUS & BIG 5BR/3BA w/ LARGE Heated Pool Just 5 Mins to Madeira Beach!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 18
Introducing Your Next Vacation Destination! This stunning home is designed for fun and relaxation, comfortably accommod ...
From $709 per night (USD)VRBO
- Click For Pricing
VRBO
Oceanfront, 3/2 pool house minutes to the beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our little slice of Waterfront Paradise! Whether you are looking for a romantic getaway or family vacation, t ...
Click For PricingVRBO
- From $240 per night (USD)
Expedia
Beach Escape: Sea Rocket 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
NEWLY RENOVATED! Sea Rocket #5 is on the ground floor on the south side of the building. The condo sleeps two guests wit ...
From $240 per night (USD)Expedia
- From $615 per night (USD)
VRBO
Stunning 5B/3BA with Heated Pool close to Beach
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beautiful single story stunning 2200 sq ft home with 5 bedrooms, heated swimming pool, hot tub, and firepit. We are 10 ...
From $615 per night (USD)VRBO
- From $395 per night (USD)
Expedia
Very cute Pool Home close to beaches!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Attractive modern 3/2/2 pool home close to beaches, Down Town St. Pete and Seminole City Center for shopping. Tampa air ...
From $395 per night (USD)Expedia
- From $423 per night (USD)
VRBO
Seaview Condo Unit 104
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This condo has everything you need for a comfortable and enjoyable stay. Step out to your private oversized balcony a ...
From $423 per night (USD)VRBO
- From $438 per night (USD)
Expedia
Stunning 2BD/2BA Beachfront Condo
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Come and relax in this stunning, modern and fully updated 2 Bedroom/2 bath condo on the beautiful Gulf of Mexico in Made ...
From $438 per night (USD)Expedia
- From $405 per night (USD)
VRBO
Seaview Condo Unit 204
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Our fully furnished luxury condominium is all tile & no carpet, 3 bedroom, sleeps 8, ( all bedrooms have cooling pillows ...
From $405 per night (USD)VRBO
- From $418 per night (USD)
Expedia
Beachfront Family Friendly Condo Corner Unit
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
**Our building is open and all amenities are fully functional. *🌴 FAMILY-FRIENDLY BEACHFRONT CORNER UNIT – SEAVIEW #40 ...
From $418 per night (USD)Expedia
- From $406 per night (USD)
VRBO
Seaview Condo Unit 404
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Seaview 404, a spacious 3-bedroom, 2-bath beachfront condo on the 4th floor, offering stunning views of the G ...
From $406 per night (USD)VRBO
- From $405 per night (USD)
Expedia
Coastal Cottage Vibe | 3BR Seaview 302 | Steps to the Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Seaview Unit #302 - Beautiful Oceanfront Resort in Madeira Beach Tranquility abounds from the moment you arrive. You wil ...
From $405 per night (USD)Expedia
- From $186 per night (USD)
VRBO
1b 1b Waterfront Madeira Beach Yacht Club #261G
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Madeira Beach Yacht Club #261G - Please note that due to the recent hurricane season, there is construction at Madeira B ...
From $186 per night (USD)VRBO
- From $281 per night (USD)
Expedia
Spacious Modern Madeira Beach Home 4B - 2BA
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Welcome to our spacious 4-bedroom, 2-bathroom home in St. Petersburg, Florida – the perfect place to unwind and relax. R ...
From $281 per night (USD)Expedia
- From $310 per night (USD)
VRBO
Tropical house at the beach, on a barrier island!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to Belle’s Paradise, our cozy beach house located on a natural barrier island on the Gulf of Mexico in Redington ...
From $310 per night (USD)VRBO
- From $371 per night (USD)
Expedia
3/2 condo w/large balcony directly on the Gulf of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
You will love the large balcony overlooking the Gulf of Mexico. Walking distance to restaurants; walk in the surrounding ...
From $371 per night (USD)Expedia
- From $452 per night (USD)
VRBO
Beachfront Condo 3 Bedrooms/5 Beds/3 Bathrooms
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
My place is on the beach, with great views of the ocean from our private balcony and spectacular sunsets in the evening. ...
From $452 per night (USD)VRBO
- From $599 per night (USD)
Expedia
Sunny Retreat w/ screened Pool, near Madeira Beach
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 9
Experience the allure of our newly constructed pool cage in this spacious 4-bedroom house that comfortably accommodates ...
From $599 per night (USD)Expedia
- From $255 per night (USD)
VRBO
Madeira Vista 601-Corner Unit, Panoramic View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $255 per night (USD)VRBO
- From $506 per night (USD)
Expedia
Tides Beach Club #623, Top Floor Beach Front Luxury!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Relax with the whole family at this peaceful place to stay. The tides Beach Club is a 4 week minimum booking for all sta ...
From $506 per night (USD)Expedia
- From $315 per night (USD)
VRBO
Second Floor Corner Efficiency Beachfront Retreat
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
*New Listing* Sea Rocket 23 is a top-floor corner gulf front efficiency. The unit is a great breath of fresh air! It is ...
From $315 per night (USD)VRBO
- From $293 per night (USD)
Expedia
Brand New Water Front Unit The Harbor #403
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The Harbor #403 - Brand new Luxury Condo overlooking Madeira Beach Inter-coastal Waterway – 403 Harbor at Town Centre. ...
From $293 per night (USD)Expedia
- From $435 per night (USD)
VRBO
4b/3b Brand New Waterfront - The Harbor #405
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Harbor #405 - Brand new Luxury Condo overlooking Madeira Beach Inter-coastal Waterway – 405 Harbor at Town Centre. ...
From $435 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Florida Island Beauty @ the Beach @Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
My place is close to white sand beaches and has a heated pool. Price is amazing and its fully renovated in the latest fa ...
From $183 per night (USD)VRBO
- From $166 per night (USD)
VRBO
Beautiful condo for families, couples, and friends.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Large enough for 5 guests at a time. Right across the street from the beach, with a pedestrian crosswalk for easy and qu ...
From $166 per night (USD)VRBO
- From $260 per night (USD)
Expedia
☀️Stunning Beach Views~ Corner Condo~ Pool~ 2BR Madeira Vista 201
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $260 per night (USD)Expedia
- From $378 per night (USD)
VRBO
Emerald Isle 403-Premier Unit, Breathtaking Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**CONSTRUCTION NOTICE: Please note that restoration work is underway. Elevators may experience intermittent outages. The ...
From $378 per night (USD)VRBO
- From $181 per night (USD)
Expedia
Fully renovated penthouse: 5 min walk to Madeira Beach ~ Come enjoy our oasis!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
There is no better spot to be in Madeira Beach - top floor spacious condo with an amazing balcony for coffee early and h ...
From $181 per night (USD)Expedia
- Click For Pricing
VRBO
Spacious Studio with Breathtaking Ocean Views
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
10th floor studio in a beachfront condo. Amazing west-facing sunset ocean views with large balcony. Studio has everythin ...
Click For PricingVRBO
- From $177 per night (USD)
Expedia
5 min walk to beach access! Remodeled, Clean, Romantic & Ready for your visit!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself to this cozy 2 bedroom ranch home with modern decor & newly remodeled (2022). 2 Blocks from the beach (5 ...
From $177 per night (USD)Expedia
- From $347 per night (USD)
VRBO
Harbor Condos 305 - Brand new, steps to beach w/pool!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
The Harbor At Town Center is a brand new property in Madeira Beach! Top reasons to Book: • Private and beautifully furn ...
From $347 per night (USD)VRBO
- From $548 per night (USD)
VRBO
Beachfront Condo w/ Pool in Redington Shores
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Highlighted by its prime Gulfside location and resort amenities, this charming coastal retreat is perfect for your next ...
From $548 per night (USD)VRBO
- From $452 per night (USD)
VRBO
Tarpon Sky Lounge Luxury Beachfront Penthouse in Redington Beach FL
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Enjoy a daily parade of sea life from this stylish penthouse with a panoramic unobstructed beach view. This 2 bedroom, 2 ...
From $452 per night (USD)VRBO
- From $125 per night (USD)
Expedia
Madeira Beach Yacht Club - best King Size Bedroom and 2min walk to beach and...
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 7
Live in the Madeira Beach Yacht Club with a 2min boardwalk to the sand gulf beaches. Located in downtown Madeira Beach a ...
From $125 per night (USD)Expedia
- Click For Pricing
VRBO
One minute from the beach, Heated pool home.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Fully Renovated, Brand new furnishings. Sleeps 6 in 3 separate bedrooms each with queen bed.Beautiful outdoor oasis with ...
Click For PricingVRBO
- From $305 per night (USD)
Expedia
Top Floor Waterfront Condo. Outstanding Views. Heated Pool. Exceptional Accommodations. Near Beach.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
TOP FLOOR WATERFRONT rental in the heart of Madeira Beach offers 3 bedrooms, 2 full bathrooms, powder room, washer/dryer ...
From $305 per night (USD)Expedia
- From $231 per night (USD)
VRBO
Brand-new condo steps to beach with balcony, pool, & hot tub - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Penthouse Sweet Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your de ...
From $231 per night (USD)VRBO
- From $394 per night (USD)
Expedia
Seaview 504 | Fully Renovated 2BR w/ Oceanfront Primary bedroom | Summer Deals await
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
If you would like a vacation rental that is in a perfect location, clean, on the beach, with a large balcony to start an ...
From $394 per night (USD)Expedia
- From $319 per night (USD)
VRBO
!LAST MINUTE PROMOTION!HEATED POOL&SPA-BRAND NEW-CONDO-WALK TO BEACH/SHOPS/CAFES
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Madeira Beach is one of the most popular destinations on the Gulf Coast and the perfect location for your Florida beach ...
From $319 per night (USD)VRBO
- From $193 per night (USD)
Expedia
OCEANFRONT condo directly overlooking the clear blue water of the Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
A vacation home done right, and located where every need is met... including a WONDERFUL ice cream shop across the stree ...
From $193 per night (USD)Expedia
- From $320 per night (USD)
VRBO
Million Dollar View - direct Gulf front! 1 br, 1.5 ba, 25' balcony, remodeled
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Sip your favorite beverage and enjoy spectacular sunsets with the waves gently lapping on the white sugar sand beach, fr ...
From $320 per night (USD)VRBO
- Click For Pricing
Expedia
Tides 2-627 - Coastal & Comfortable Beach Club
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
**CONSTRUCTION NOTICE: The North and South POOLS, all hot tubs, cabanas and clubhouse are currently closed. Restoration ...
Click For PricingExpedia
- From $489 per night (USD)
VRBO
Beach Condo on Gulf! 3 Bed 2 Bath, Sleeps 8. Handicap Friendly, Elevator Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Seaview puts the best of Florida at your doorstep, including miles of beautiful soft white sand beaches to explore. Loca ...
From $489 per night (USD)VRBO
- From $3503 per night (USD)
Expedia
Gulf of Mexico Beachfront Condo
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Is Condo is perfectly located between Clearwater and St Petersburg Beach. Walking distance to restaurants and bars and ...
From $3503 per night (USD)Expedia
- From $265 per night (USD)
VRBO
Tides 6-563 Monthly Getaway to Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**CONSTRUCTION NOTICE: The North and South POOLS, all hot tubs, cabanas and clubhouse are currently closed. Restoration ...
From $265 per night (USD)VRBO
- From $220 per night (USD)
Expedia
Few Mins to Madeira Beach, Comfortable, Dog Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This home featured 3BD/2BA with a pull out sofa when needed. All tile throughout home is great when traveling with dogs. ...
From $220 per night (USD)Expedia
- From $393 per night (USD)
VRBO
Intracoastal * Pool * Full Kitchen * Self check-in
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Paradise Awaits in Madeira Beach Welcome to your spacious 4-bedroom, 2.5-bath retreat in the heart of Madeira Beach — ...
From $393 per night (USD)VRBO
- From $299 per night (USD)
Expedia
5 Star NEW Luxury Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The only brand new construction luxury condos called The Harbor in Madeira Beach only 1 block from the white soft sand a ...
From $299 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Unit #216 Minutes to the beach! So cute & spacious w/ peek a boo view of Gulf!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Unit #216 (a 2nd floor unit) is the largest condo in the Royal Orleans complex. Even has a peek-a-boo view of the gulf f ...
From $193 per night (USD)VRBO
- From $308 per night (USD)
Expedia
Heaven on the Water w/ Deck & BBQ | 5min to Beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to a serene retreat at Heaven on the Water, where relaxation and tranquility await. This vacation home boasts bot ...
From $308 per night (USD)Expedia
- From $279 per night (USD)
VRBO
Private Hot Tub: Breezy Seminole Stay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Dive into a next-level adventure with this pet-friendly Pinellas County vacation rental that’s only 2 miles from Lake Se ...
From $279 per night (USD)VRBO
- From $581 per night (USD)
Expedia
SPACIOUS Beachfront 2 Bedroom 2 bath Condo!\nStunning Beach and pool view! ENJOY
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
This fully furnished 1500 sq. ft, 4th-floor condo sits directly on the beach and can comfortably accommodate up to 8 peo ...
From $581 per night (USD)Expedia
- Click For Pricing
VRBO
Luxurary Home Steps to Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Enjoy a BRAND NEW fully renovated duplex with luxury modern fixtures and amenities. Every room has been upgraded, top to ...
Click For PricingVRBO
- From $215 per night (USD)
Expedia
Beach Access + Coastal + 2 KING beds + Brand New: “Sunset on Madeira”
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
“Sunset on Madeira” was just completely renovated so everything is NEW. Just walk across the street to have your QUIET ...
From $215 per night (USD)Expedia
- Click For Pricing
VRBO
April 22-29 ONLY Grand shores west
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Steps from the beach. Beach chairs and cabanas on property. Remodeled unit with balcony with ocean view full kitchen con ...
Click For PricingVRBO
- From $526 per night (USD)
Expedia
Beachfront Bliss | Pool, Views & More
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wake up to the sound of the waves and breathtaking Gulf of Mexico views in this beautifully appointed beachfront condo. ...
From $526 per night (USD)Expedia
- From $339 per night (USD)
VRBO
Wake Up to Gulf Views|2BR 2BA at Seaview 201|SUMMER OPENINGS AVAILABLE
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Experience the ultimate coastal getaway at Seaview 201, a stunning 2-bedroom, 2-bath corner unit offering breathtaking, ...
From $339 per night (USD)VRBO
- From $176 per night (USD)
Expedia
Dog-friendly condo with pool, fitness area, balcony, fast WiFi, & W/D
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Surrounded by Ocean Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $176 per night (USD)Expedia
- From $108 per night (USD)
VRBO
Waterfront 2 bed/2 ba in 55+ resort, steps to pool & 1.5 mi to Madeira Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Are you 55+ and looking for a wonderful, peaceful, resort type escape? We invite you to join us in enjoying the scenic ...
From $108 per night (USD)VRBO
- From $423 per night (USD)
Expedia
Corner Beachfront. Large Balcony. Pool. Hot Tub. Exceptional Location.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to this exquisite two-bedroom beachfront corner condo in the charming town of Madeira Beach, Florida. This luxur ...
From $423 per night (USD)Expedia
- From $339 per night (USD)
VRBO
NEW! Luxuriously Updated & Renovated Beachfront Retreat- Walkable to Fun!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
We aim to surpass your expectations. Exceptional 3rd floor condo with southwest exposure perfectly complements the terra ...
From $339 per night (USD)VRBO
- From $779 per night (USD)
Expedia
Vista Mar - a beachfront home in Redington Beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Vista Mar. *This property now features a brand-new pool Welcome to our beachfront property! This cute and cozy two-st ...
From $779 per night (USD)Expedia
- From $159 per night (USD)
VRBO
Waterfront Condo w/ Pool in Redington Beach!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gaze at stunning ocean views while you dine on a private balcony or swim in an outdoor community pool at this charming v ...
From $159 per night (USD)VRBO
- From $160 per night (USD)
Expedia
Water-view escape within a 5-minute walk of Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Take in the intracoastal water views at this centrally-located, beautifully updated and decorated 1-bedroom waterfront c ...
From $160 per night (USD)Expedia
- From $181 per night (USD)
VRBO
Ocean Sands 708 - Beach front with gorgeous views, uniquely decorated!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
**Please note that due to damage from the recent hurricanes the elevators may be in and out of service. ** Top Reasons ...
From $181 per night (USD)VRBO
- Click For Pricing
Expedia
Royal Orleans 117 - Great value, first floor w/pool
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
Click For PricingExpedia
- From $194 per night (USD)
VRBO
Madeira Beach Yacht Club 261F | Canal-Front Condo with Pool + Steps To Beach!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
**Due to recent hurricanes in Central Florida the small pool is temporarily closed and repairs are actively underway. Th ...
From $194 per night (USD)VRBO
- From $487 per night (USD)
Expedia
Sunset Retreat | Walk to Beach + Dining, Pool
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Sunset Retreat in beautiful Redington Beach, FL! This charming house is your ultimate escape. With 3 bedroom ...
From $487 per night (USD)Expedia
- From $192 per night (USD)
VRBO
Luxurious Beach Condo in Madeira Beach Yacht Club!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Everything at your fingertips! Walk to bars, restaurants, grocery, library and park plus the beach is 1/4 mile away so a ...
From $192 per night (USD)VRBO
- From $230 per night (USD)
Expedia
Welcome to the \"Mad Mermaid\" Condo in beautiful Madeira Beach, Florida!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
A Coastal Oasis Awaits You Discover the perfect getaway for your Florida vacation at our newly remodeled first floor 1- ...
From $230 per night (USD)Expedia
- From $193 per night (USD)
VRBO
Madeira Siesta | Condo in Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Madeira Siesta Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $193 per night (USD)VRBO
- From $198 per night (USD)
Expedia
Ground Floor Tropic Breeze 1| Sleeps 5
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
New Unit! Recently renovated ground floor condo with all-new kitchen, bed, bath, and décor! New tile and paint throughou ...
From $198 per night (USD)Expedia
- From $207 per night (USD)
VRBO
Parrot's Cove | Condo in Madeira Beach with a heated pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Parrot's Cove Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desi ...
From $207 per night (USD)VRBO
- From $2406 per night (USD)
Expedia
Fabulous one of a kind direct beach/gulf front home-Sleeps 14
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
Post Hurricane Update 5/28: Home is undergoing construction for extensive damage due to the 2 hurricanes. Expected compl ...
From $2406 per night (USD)Expedia
- From $201 per night (USD)
VRBO
2 Bedroom Condo in Madeira Beach. Sleeps 6!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Book your perfect beach getaway at the Madeira Beach Yacht Club, a gated condominium located on Madeira Beach. Walk less ...
From $201 per night (USD)VRBO
- From $373 per night (USD)
Expedia
Shawnee Shack! POOL - 4 Bedroom - Heated Pool! 1 MILE from BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
POOL HEATED! Becomes 4 br on 4.1.24. Bookings after 1/25 include. Welcome to where Howdy meets Aloha. Come see our bl ...
From $373 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Luxury newly renovated 2 BR/2 BR Surfside South Madeira Beach oceanfront condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax by the beach on the beautiful Gulf of Mexico in this newly renovated luxury condominium. Stroll along the beach, w ...
From $211 per night (USD)VRBO
- From $201 per night (USD)
VRBO
1 Mi to Madeira Beach: Getaway w/ Patio & Grill
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Escape to Redington Beach and discover the perfect vacation rental, just steps from the pristine shores! This charming 2 ...
From $201 per night (USD)VRBO
- From $403 per night (USD)
VRBO
Arena de Madeira, Unit 301 | Condo in Madeira Beach steps from the sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Arena de Madeira, Unit 301 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply en ...
From $403 per night (USD)VRBO
- From $149 per night (USD)
Expedia
1B1B Condo - Nightly Rentals - Tropic Breezes #20
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Tropic Breezes #20 - This is a great updated One Bedroom One Bath located mid-way down Madeira Beach, just across the st ...
From $149 per night (USD)Expedia




































































































