
Redington Beach Rentals

- From $695 per night (USD)
VRBO
BRAND NEW LUXURY CONDO WITH HEATED POOL - 1 BLOCK FROM GULF W/ WATER VIEWS!!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Introducing Solace at the Beach! Experience luxury in our newly-built 3BD/3BA condo, just steps away from the world's mo ...
From $695 per night (USD)VRBO
- From $439 per night (USD)
Expedia
Sea Oats #401 - Beautiful 2 Bed/2 Bath Ocean Front Corner Unit - Prime Location!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful & spacious 1340 sq/ft 2 bed/2 bath Ocean Front Corner Unit With Million Dollar Views! Relax on your private ba ...
From $439 per night (USD)Expedia
- From $222 per night (USD)
VRBO
🏖️Steps to Beach-Gulf Views-Private Balcony🌞Heated Pool-La Coquina 102🌴
- 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 $222 per night (USD)VRBO
- From $269 per night (USD)
Expedia
Beachfront Bliss: Upgraded 2BR/2BA Condo with Gulf Views, Pool & Sunset Balcony
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Discover the perfect retreat for your next Florida getaway in this upgraded 2-bedroom, 2-bathroom condo, where the sand, ...
From $269 per night (USD)Expedia
- From $321 per night (USD)
VRBO
☀️Beachfront with Great Views and Amenities-Sea Oats #101☀️
- 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 $321 per night (USD)VRBO
- From $245 per night (USD)
Expedia
Cute & Cozy Beach Condo With Stunning Views!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our cute and cozy beach condo nestled in the heart of Madeira Beach. Whether you're visiting for business or ...
From $245 per night (USD)Expedia
- From $420 per night (USD)
VRBO
Newly Remodeled 2/2 Gulf Front Corner Condo with Amazing Balcony Living Space
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Your Madeira Beach adventure begins at this 2-bedroom/2-bath 1225sf gulf front corner condo with an amazing 750sf balcon ...
From $420 per night (USD)VRBO
- From $641 per night (USD)
Expedia
🌞New Build🌴Azul Townhome B3🏖️Across From Beach🐬Private Rooftop Deck
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $641 per night (USD)Expedia
- From $478 per night (USD)
VRBO
🏖️1 Block to Beach, Beautifully Updated-The Harbor Condo 308🏖️
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
Top Reasons to Book this Beautiful Condo: * Prime Location, Just about 1 Block to Madeira Beach Public Beach * Bea ...
From $478 per night (USD)VRBO
- From $1324 per night (USD)
Expedia
2 Homes! - 4 Mn To Madeira Bch - Hottub - Htd Pool
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 14
Rental basis: Entire house or apartment Number of bedrooms: 7; Number of other rooms with beds: 0 Number of bathrooms: 6 ...
From $1324 per night (USD)Expedia
- Click For Pricing
VRBO
2 Mi to Beach: Hideaway w/ Shared Pool in St Pete!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Great for Cookouts | Fireside Relaxation | Fully Equipped Kitchen | Updated Interior Explore beaches, boardwalks, and c ...
Click For PricingVRBO
- From $437 per night (USD)
Expedia
Rooftop Fire Pit • Beach Across the Street • Sunset Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Mojito Haze! Just a short stroll across the street to the soft white sands of Redington Shores beach, this be ...
From $437 per night (USD)Expedia
- From $444 per night (USD)
VRBO
Stunning 2BR Beachfront Condo with Gulf Views – Ocean Sands Unit 903
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Stunning 2BR Beachfront Condo with Gulf Views – Ocean Sands Unit 903 🏖️🌊 Experience beachside bliss at Ocean Sands Uni ...
From $444 per night (USD)VRBO
- From $190 per night (USD)
Expedia
Luxury 1/1 Condo Fully Upgraded Rite Near Beach Access
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Paradise in North Redington Beach! Stay in this luxurious, fully updated 1 Bed/1 Bath Condo just steps away f ...
From $190 per night (USD)Expedia
- From $215 per night (USD)
VRBO
Charming 2-bedroom, 1.5-bath condo located on the intercoastal waterway
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Located in the heart of Madeira Beach, FL, this charming 2-bedroom, 1.5-bath condo offers the ideal blend of coastal rel ...
From $215 per night (USD)VRBO
- From $368 per night (USD)
Expedia
Sunset Beach Suites! - Suite 7
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The perfect beach retreat. Located in a small low-rise complex, this 2 bedroom suite is located on the top floor. Walk a ...
From $368 per night (USD)Expedia
- From $732 per night (USD)
VRBO
🏖️Walk to Beach🌴Azul A4☀Private Rooftop Deck🐬Newly Built in 2025🌞
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $732 per night (USD)VRBO
- From $744 per night (USD)
Expedia
🌴New Build☀Azul A3🐬Private Rooftop Deck🏖️Close to Beach🏠4 Story Townhouse
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $744 per night (USD)Expedia
- From $408 per night (USD)
VRBO
3BR Beachfront Getaway LARGE Balcony – Steps to the Sand
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your dream beachfront escape! This 3-bedroom, 2-bathroom condo is situated right on the sand, offering breath ...
From $408 per night (USD)VRBO
- From $572 per night (USD)
Expedia
TIMEWARP 84 FOOT YACHT CLOSE TO THE BEACH CAN RELOCATE
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 7
One of a kind rental! This memorable place is anything but ordinary. There are few if any custom yachts like TIMEWARP av ...
From $572 per night (USD)Expedia
- From $438 per night (USD)
VRBO
The Shores, updated Beach Front Condo, balcony with direct Gulf view, pool.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your beachfront escape in beautiful Redington Shores, unit 202. This stunning 2-bedroom, 2-bathroom condo is ...
From $438 per night (USD)VRBO
- From $265 per night (USD)
Expedia
2 Bedroom Pool Home with Fire Pit & Games in Seminole
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your perfect getaway in Seminole, Florida! This spacious 2-bedroom, 2-bathroom pool home features luxurious k ...
From $265 per night (USD)Expedia
- From $110 per night (USD)
VRBO
Your Seaside Oasis, 1x1 Condo at Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Your Seaside Oasis Awaits! Welcome to 14054 Miramar Ave - Your Ultimate Retreat by the Sea! Beautiful and spacious 1 b ...
From $110 per night (USD)VRBO
- From $781 per night (USD)
Expedia
Island Luxury: Resort-Style Condo in Madeira Beach with Spectacular Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
The Harbor 407 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $781 per night (USD)Expedia
- From $224 per night (USD)
VRBO
Madeira Beach Yacht Club 343H | Balcony, Pool + Dock Access
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
**Due to recent hurricanes in Central Florida the small pool is temporarily closed and repairs are actively underway. Th ...
From $224 per night (USD)VRBO
- From $418 per night (USD)
Expedia
MADEIRA BEACH RETREAT WITH HEATED POOL.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind in Style: Heated Pool Home Minutes from Madeira Beach! This beautifully remodeled house offers the perfect blend ...
From $418 per night (USD)Expedia
- From $211 per night (USD)
VRBO
Gorgeous water front condo in Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our all-inclusive gated waterfront resort! Immerse yourself in coastal luxury with a private boat slip, two h ...
From $211 per night (USD)VRBO
- From $443 per night (USD)
Expedia
Sweeping views from this 3 bed/2bath condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Enjoy the BEST SEAVIEW This unit boasts one of the best ocean views in the complex! Located on the 3rd floor directly i ...
From $443 per night (USD)Expedia
- From $238 per night (USD)
VRBO
Oceanfront condo w/ stunning views, fully equipped kitchen, shared hot tub/pool
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Ocean Sands 1201 Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $238 per night (USD)VRBO
- From $231 per night (USD)
Expedia
Madeira Beach Park Shore Suite 4
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
The perfect beach getaway. Come and enjoy the tranquility of this family-friendly suite near the beach. WIth a large op ...
From $231 per night (USD)Expedia
- From $201 per night (USD)
VRBO
Madeira Beach Park Shore Suite 8
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
The perfect beach getaway. Come and enjoy the tranquility of this suite near the beach. With a large open area that offe ...
From $201 per night (USD)VRBO
- From $224 per night (USD)
Expedia
Sunset Beach Suites! - Suite 2
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The perfect beach retreat. Located on the ground floor in a low rise. Walk across the street to the amazing Madeira Beac ...
From $224 per night (USD)Expedia
- From $395 per night (USD)
VRBO
Ram Sea 3 bed 2 bath direct ocean view
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 10
Ram Sea I is a 3 Bedroom/2 Bathroom Condo unit that accommodates 10 guests. This newly renovated unit features an open f ...
From $395 per night (USD)VRBO
- From $182 per night (USD)
Expedia
Quiet 1-bedroom Modern Beach Oasis
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to Starfish, your peaceful getaway in the heart of Madeira Beach. Since Hurricane Helene brought historic floodi ...
From $182 per night (USD)Expedia
- From $758 per night (USD)
VRBO
Epic Indoor Slide! Pool&Hot Tub~Mini Golf~Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: This 4-bedroom house is in a prime location and has EVERYTHING you need for an amazing vacation in Florida! New ...
From $758 per night (USD)VRBO
- From $733 per night (USD)
Expedia
SEASIDE OASIS: STUNNING BALCONY VIEWS, ELEGANT FURNISHINGS, BEACH GEAR INCLUDED!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Experience ultimate relaxation in this fabulously beautiful, newly remodeled 4-bedroom, 3-bathroom beach house with dire ...
From $733 per night (USD)Expedia
- From $245 per night (USD)
VRBO
Enjoy PANORAMIC SUNSETS at this amazing MADEIRA BEACH Condo w/surround balcony!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 30
Your home away from home in Madeira Beach with 2 bedrooms and 2 full baths. Marvelous views and cool vibes await you in ...
From $245 per night (USD)VRBO
- From $443 per night (USD)
Expedia
On the Beach *Top Floor* 3 BR 2 BA *Beautiful Direct Gulf of America View!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
“Sea Oats is fully operational. The pool, tennis courts, grills and elevator are fully functional and ready for renters! ...
From $443 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Cozy Ground Floor 2 bedroom unit steps from the main pool at MBYC
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Well-appointed 2 bedroom 1 bath ground floor condo in the highly-sought Madeira Beach Yacht Club adjacent to the main po ...
From $149 per night (USD)VRBO
- From $292 per night (USD)
Expedia
🏖️Beachfront🌴Arena De Madeira 103☀️Amazing Sunsets🐬Direct Beach Access
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter yo ...
From $292 per night (USD)Expedia
- From $391 per night (USD)
VRBO
Spacious, upscale home w/pool. Minutes from beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Aqua Vista! This newly renovated, spacious 3 bedroom/2 bathroom home is the ideal setting for a family get a ...
From $391 per night (USD)VRBO
- Click For Pricing
Expedia
Steps from the Beach. Charming Beach Apartment Sleeps 4
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 1
Welcome to your coastal retreat! A little slice of paradise. This one-bedroom, one-bathroom condo offers a perfect blend ...
Click For PricingExpedia
- From $578 per night (USD)
VRBO
Sea Oats Condo #302 Direct Gulf with Heated Pool
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
Escape to your slice of paradise with this luxurious beachfront condo. The condo is steps away from the soft, white sand ...
From $578 per night (USD)VRBO
- From $325 per night (USD)
Expedia
Ocean Sands 1-1002☀️Beachfront,Private Balcony,Walk 2 Restaurants🏖️Beach Access
- 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 $325 per night (USD)Expedia
- From $261 per night (USD)
VRBO
NEW at Yacht Club- Completely Renovated and Pool Views!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Upon entering this 2 bedroom 1.5 bathroom condo, you're greeted by thoughtful updates throughout the entire space, floor ...
From $261 per night (USD)VRBO
- From $458 per night (USD)
Expedia
WATER FRONT. Spacious 4-bedroom house in charming North Redington Beach with AC,
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to a soothing 4-bedroom house in North Redington Beach. This lovely property features 1 king bed, 1 queen bed, an ...
From $458 per night (USD)Expedia
- From $198 per night (USD)
VRBO
Harmony Breeze by Madeira Beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to your beach getaway! Our home combines boho charm with coastal inspiration and beautiful natural light, giving ...
From $198 per night (USD)VRBO
- From $431 per night (USD)
Expedia
2 Mi to John’s Pass: Madeira Beach Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Situated in The Harbor Condos at Town Center | Private Balcony Sunshine and serenity await at this 3-bed, 2-bath vacat ...
From $431 per night (USD)Expedia
- From $282 per night (USD)
VRBO
Stunning, fully renovated, waterfront, condo, heated pools, near beach
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This waterfront, second story, 2 bed, 2 bath condo has been fully renovated with high-end finishes and thoughtful touche ...
From $282 per night (USD)VRBO
- From $509 per night (USD)
Expedia
3/3 Heated Pool/Spa, Beachside! Relax, unwind, repeat! 507
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Condo Features: Beachfront Views Easy Beach Access 3 Bedrooms 3 Bathrooms, All Ensuite! Open Concept Kitchen TV's w. Cab ...
From $509 per night (USD)Expedia
- From $298 per night (USD)
VRBO
Madeira Towers 702 - Fully Renovated AND Beachfront
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Construction Notice 'Updated 7/13/2025': Please be aware that through September 1st, there will be ongoing building cons ...
From $298 per night (USD)VRBO
- From $281 per night (USD)
VRBO
Luxury Penthouse at New Building: 360 Rooftop Deck, Pool/Spa, Pets, Sleeps 8
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Indulge in coastal luxury at our pristine 3-bedroom, 3-bath condominium, nestled just steps from the sun-kissed shores o ...
From $281 per night (USD)VRBO
- From $531 per night (USD)
VRBO
The Ultimate Bachelorette Beach Retreat! Putting Green, Pool, Outdoor Theater!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
Welcome to this extraordinary retreat that doubles as an art gallery celebrating iconic women in history! Step into a vi ...
From $531 per night (USD)VRBO
- From $1118 per night (USD)
Expedia
Beachside Bliss | Rooftop Gulf Views & Fun Vibes
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to your dream beach getaway! This brand-new luxury townhouse features 2 main suites, 3 additional bedrooms, and ...
From $1118 per night (USD)Expedia
- From $1162 per night (USD)
VRBO
3 Level Luxury Yacht, 3 Bedrooms With 3 Baths. Walking distance to the beach
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Custom luxury 84 foot yacht. 3 Levels of comfort and convenience. All fully air conditioned. Sun deck with lounging in t ...
From $1162 per night (USD)VRBO
- From $361 per night (USD)
VRBO
Exquisite Private Rooftop Cabana
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to your dream coastal escape — a brand new, luxury 3BR/3BA condo featuring one of the only private rooftops in t ...
From $361 per night (USD)VRBO
- From $589 per night (USD)
VRBO
NEW! Coastal Retreat! Heated Pool! 4 Mins to the Beach!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Escape to this beautiful, spacious home just 4 minutes from the sandy shores of Madeira Beach! Featuring 3 bedrooms, 2 b ...
From $589 per night (USD)VRBO
- From $214 per night (USD)
Expedia
GULF VIEWS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
WE HAVE SEVERAL APARTMENTS AVAILABLE IN THE SAME BUILDING, GREAT FOR MULTIPLE GROUPS TRAVELING TOGETHER. CHECK OUT MY PR ...
From $214 per night (USD)Expedia
- From $229 per night (USD)
VRBO
Tropical Garden, Solar Heated Pool, HotTub, near the beaches.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Amazing Location, Perfect For A Sunny Side Getaway! This vacation home is only about a 6-minute drive to the nearest be ...
From $229 per night (USD)VRBO
- From $222 per night (USD)
VRBO
Sunsets, Surf & Sand at beautiful beachfront condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Madeira Beach, FL, condo with large pool, hot tub, Tiki Bar, shuffleboard, lounge chairs, charcoal grill, covered parkin ...
From $222 per night (USD)VRBO
- From $194 per night (USD)
VRBO
1 BR Madeira Beach Cottage
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
ESCAPE TO THE WHITE POWDERED SANDS OF THE GULF! Come discover the charming, quiet, and tropical atmosphere, reminiscent ...
From $194 per night (USD)VRBO
- From $155 per night (USD)
Expedia
Best Value in Clearwater/ St. Pete Region!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 7
This is a lovely, two bedroom, second/ third floor condo located in the highly desired Madeira Beach Yacht Club. Just ac ...
From $155 per night (USD)Expedia
- From $200 per night (USD)
VRBO
Oceanfront Corner Condo with Beautiful Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
This oceanfront 2 bedroom 2 bathroom 5th floor condo at Madeira Towers is completely remodeled. Please note that the c ...
From $200 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Beachfront Condo in Ocean Sands in Madeira Beach
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Fully equipped updated studio right on the Gulf. This is a non-smoking unit, no smoking inside, no smoking outside on b ...
From $215 per night (USD)VRBO
- From $306 per night (USD)
VRBO
Penthouse Condo on the Beach with Amazing West and North Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your condo is the corner unit located on the 10th floor (11 stories up) with beautiful views to the west and north. Dec ...
From $306 per night (USD)VRBO
- From $221 per night (USD)
Expedia
Reduced Pricing Thru End Of Year For 5-Star Beach Front Condo, Check 92 Reviews!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Imagine waking to the sound of the ocean from our 6th floor, beach-front condo! Right on Madeira Beach, our condo compl ...
From $221 per night (USD)Expedia
- From $214 per night (USD)
VRBO
Madeira Beach 2BR/1.5B with Boat Slip
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Please note that due to Hurricane Helene not all amenities are available at this time. However, both pools ARE open! ...
From $214 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Florida Beachside House 2 Bedroom 2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Awesome beach home, the beautiful sands of the Gulf of Mexico. Exceed your Expectations! 1.5 MILES FROM THE BEACH Perf ...
From $215 per night (USD)VRBO
- From $176 per night (USD)
VRBO
UPDATED, CHARMING BEACH COTTAGE STYLED CONDO ON MADEIRA BEACH!
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 4
Fantastic, updated, spacious town home "cottage styled" condo located inside the gates of The Madeira Beach Yacht Club o ...
From $176 per night (USD)VRBO
- From $594 per night (USD)
Expedia
Luxury Beach Escape near John's Pass - Seaview #403
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Beachfront Paradise Awaits You! Welcome to your slice of heaven on the golden sands of Madeira Beach! Watch the playful ...
From $594 per night (USD)Expedia
- From $201 per night (USD)
VRBO
COASTAL GETAWAY !!!!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
WE HAVE SEVERAL APARTMENTS AVAILABLE IN THE SAME BUILDING, GREAT FOR MULTIPLE GROUPS TRAVELING TOGETHER. CHECK OUT MY PR ...
From $201 per night (USD)VRBO
- From $520 per night (USD)
Expedia
Welcome to Seaview #103, Steps to Sand, Miles from Stress!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Seaview #103 – Oceanfront Madeira Beach Getaway Welcome to Seaview #103, your perfect beach destination! This beautifu ...
From $520 per night (USD)Expedia
- From $314 per night (USD)
VRBO
XL Family Sized Beachfront on Redington Beach! Huge Pool and Hot Tub!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
**The pool and hot tub are now open! Just waiting on grills to reopen!** Gorgeous and luxurious condo on the 5th floor ...
From $314 per night (USD)VRBO
- From $278 per night (USD)
VRBO
WATERFRONT -Madeira Beach Yacht Club 2 BR 1 Bath Condo, on Florida- Intercoastal
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
2- BR 1- Bath - Unit 329 #E Medallion Blvd. * Clean * Comfortably furnished Condo. This is a recently remodeled 2nd f ...
From $278 per night (USD)VRBO
- From $399 per night (USD)
VRBO
Gulf Coast Beachfront Paradise
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
** FULLY REMODELED ** Welcome to a slice of paradise! This charming two bedroom, two bath Gulf Coast beachfront retreat ...
From $399 per night (USD)VRBO
- From $221 per night (USD)
VRBO
Ocean Sands Corner Unit, Beachfront, Stunning Gulf of Mexico and Sunset Views
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Now Available, this newly renovated and beautifully furnished beachfront condo overlooking pool/hot-tub and grill area a ...
From $221 per night (USD)VRBO
- From $374 per night (USD)
VRBO
Direct Gulf Front Las Brisas 105, Very Nicely Updated 3 Bedroom/2 Bath
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Master bedroom and Living room have an ocean front balcony directly overlooking the Gulf of Mexico. There are 3 bedrooms ...
From $374 per night (USD)VRBO
- From $519 per night (USD)
Expedia
Freshly Updated! Beachfront Ocean View, Large Family Friendly Condo
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
*Hurricane update, Fall 2025*: the building is fully repaired following back-to-back hurricanes in Fall 2024, and all a ...
From $519 per night (USD)Expedia
- From $301 per night (USD)
VRBO
Ground Floor Beachfront - Steps to the Beach and Pool! Jan/Feb Availability 2026
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy beautiful sunsets on our balcony. You are only steps away from the pool and beachfront. Our unique condominium b ...
From $301 per night (USD)VRBO
- From $386 per night (USD)
VRBO
Penthouse Beachfront Luxury Condo 30’ft balcony and Gulf Views @OceanSands1203
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to "Mad Beach!" Our penthouse beachfront condo is a sparkling gem located on the Gulf of Mexico. We are situate ...
From $386 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Delightful Second-Floor Retreat Tropic Breeze #13 Madeira Beachch
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 5
Tropic Breeze Unit 13 – Bright Second-Floor Beach Retreat with Gulf & Pool Views Escape to Tropic Breeze Unit 13, a vib ...
From $179 per night (USD)VRBO
- From $443 per night (USD)
VRBO
Tropical Tiki Home 5 Mins to Beach -Pool, Private Putting Green
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
Just a 5 Minute drive to Beaches or 24 mins to Downtown St. Pete. . Home sleeps up to 12 guests. Phenomenal well thought ...
From $443 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Beach AND Bay: Spacious, Walkable, Relaxing & Fun!!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Just a stone’s throw from Madeira’s white powder sand BEACH and steps from the beautiful views of the Bocca Ciega BAY, t ...
From $252 per night (USD)VRBO
- From $215 per night (USD)
Expedia
La Coquina 105: Beachside Bliss - 2BD/2BA Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Beachfront Bliss at La Coquina 105 | Renovated 2BR/2BA w/ Gulf Views & Pool Soak up the Florida sunshine at La Coquina ...
From $215 per night (USD)Expedia
- From $149 per night (USD)
VRBO
Charming 1 Bedroom Beach Condo.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Enjoy a Gulf of Mexico vacation in our private beach condo. Gulf Gardens is located directly across the street from the ...
From $149 per night (USD)VRBO
- From $261 per night (USD)
VRBO
PICTURE PERFECT 3 BEDROOM SOUTHWEST CORNER GULF FRONT! 28 DAY MINIMUM.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
THE SEASIDE REAL ESTATE STORE & PROPERTY SHOPPE PRESENTS A BEAUTIFUL MADEIRA BEACH CONDO! NEW TO THE MARKET... BE THE FI ...
From $261 per night (USD)VRBO
- From $154 per night (USD)
VRBO
Come enjoy the serenity of Gulf Gardens at Madeira Beach, new renovated unit.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Come visit the gem of Madeira Beach, and discover the charm that has visitors coming back for decades. Enjoy a quiet, ...
From $154 per night (USD)VRBO
- From $299 per night (USD)
VRBO
Corner Unit Directly Overlooking the Beautiful Gulf of Mexico
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 5
Rarely available condo with gorgeous DIRECT GULF VIEWS. Welcome to The Seaview Condominiums in Madeira Beach. The perfe ...
From $299 per night (USD)VRBO
- From $241 per night (USD)
VRBO
Nightly Sunsets from a Stunning Remodeled Gulf Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
2 Bedroom, 2 Full Baths - Sleeps 6! 30 foot gulf front balcony with seating for 6 to enjoy your coffee and dinners while ...
From $241 per night (USD)VRBO
- From $238 per night (USD)
Expedia
2b 2b Ground Floor Poolside - Surf Song #120
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Surf Song #120 - Relax in this bright and airy 2 bedroom, 2 bath poolside condo, complete with brand new kitchen, new fu ...
From $238 per night (USD)Expedia
- From $440 per night (USD)
VRBO
Luxurious spacious Beachfront 2BR Condo with heated Pool and Spa Seaview #105
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Seaview is an attractive 25-unit condominium located directly on Madeira Beach overlooking the Gulf . Seaview #105 is a ...
From $440 per night (USD)VRBO
- From $268 per night (USD)
Expedia
Right On The Beach, Las Brisas 308, Gulf Front, Speculator View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
*** BE ADVISED DUE TO RECENT HURRICANES THE POOL IS NOT AVAILABLE THROUGH APRIL 2025*** Spectacular views at our Gulf fr ...
From $268 per night (USD)Expedia
- From $275 per night (USD)
VRBO
Beach-Front Condo With 180-degree Views Of The Gulf Of Mexico
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
After months searching for the perfect beach getaway, we discovered a Madeira Beach gulf front gem, then improved it wit ...
From $275 per night (USD)VRBO
- From $369 per night (USD)
Expedia
Seaview 305 is Open for Guest Rental \"Beautiful Oceanfront Condo\"
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Seaview 305...PARADISE… On a beautiful stretch of private, white sandy beach in the western Gulf of America, this is sim ...
From $369 per night (USD)Expedia
- From $268 per night (USD)
VRBO
Beautiful Gulf Front Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
This condo is located directly on the shores of the Gulf of Mexico in beautiful Madeira Beach, 1.5 miles north of the fa ...
From $268 per night (USD)VRBO
- From $488 per night (USD)
Expedia
Beautiful Beach! Spectacular sunsets!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Our Anglers Cove three bedroom/three bathroom condo is on the Gulf of Mexico in Redington Shores. It is conveniently lo ...
From $488 per night (USD)Expedia
- From $223 per night (USD)
VRBO
Exclusive Beachfront w/ Private Beach, 3 pools, Gym, Free Wi-Fi & Cable, Security ~ 244 Tides
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
POOLS ARE OPENED. Walk in the footsteps of Marilyn Monroe and Joe DiMaggio at the exclusive Tides Beach Club! In 1935, ...
From $223 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Gulf Front Executive level Condominum 2 Master Suites/ 2 full bathrooms
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Breath taking panoramic views directly on the sandy beaches of the Gulf of Mexico from your condo, one floor above sandy ...
From $341 per night (USD)Expedia
- From $354 per night (USD)
VRBO
Amazing Beachfront Condo 3BR/2BA - Spectacular View
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
HEATED POOL AND HOT TUB ARE OPEN. Fabulous 3 bedroom/2 bath oceanfront condominium sits on private sandy white beach ...
From $354 per night (USD)VRBO
- From $326 per night (USD)
VRBO
Beachfront Condo-Gorgeous - 3BR/2 BA, Only 20 Units- Must see pictures
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Located directly on the white, sandy beaches of the Gulf of Mexico, in a quiet, six-story elevator building with under c ...
From $326 per night (USD)VRBO