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Waterfront holiday rentals in Bay Pines

Find and book unique waterfront rentals on Airbnb

Quick stats about waterfront rentals in Bay Pines

  • Total holiday rentals

    Explore 30 holiday rentals in Bay Pines

  • Nightly prices starting at

    Bay Pines holiday rentals start at €88 per night before taxes and fees

  • Verified guest reviews

    Over 1,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Bay Pines holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Bay Pines rentals

  • 4.7 Average rating

    Bay Pines stays receive an average rating of 4.7 out of 5 from guests

Top-rated waterfront rentals in Bay Pines

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Top guest favourite
The kitchen features navy blue cabinets, providing a stylish contrast to the stainless steel appliances. A spacious countertop holds essential kitchen gadgets, and a modern backsplash adds texture. Adequate storage is available with cabinets and drawers, contributing to a well-organized cooking space.
Apartment in Madeira Beach

Rincón Divino MB 2 Balconies, Ocean & Marina Views

EXCLUSIVE: Saturday checkout is at 5pm. This condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

4.99 out of 5 average rating, 243 reviews
Top guest favourite
A serene swimming pool is bordered by palm trees, with lounge chairs positioned around the edge. The pool area is complemented by views of the water and lush greenery, creating a tranquil outdoor escape.
Apartment in St. Petersburg

Sunny St. Pete Getaway with Dolphins

Escape to this stunning waterfront luxury condo, perfectly situated just minutes from beaches, shops, and restaurants. Enjoy spectacular Bay views from your private large balcony, or unwind by the heated pool and spa overlooking the water. ✨ Resort-Style Amenities – Heated pool, spa, fitness center & outdoor dining area withBBQs ✨ Comfort – queen platform bed & firm mattress, bathtub/shower, fully equipped kitchen, new washer/dryer combo in-unit ✨ Dining – Doc Ford’s Rum Bar & Grill next door.

4.87 out of 5 average rating, 122 reviews
Top guest favourite
A modern living area features a circular dining table set for four, complemented by plush armchairs and a sofa. Large windows allow natural light to fill the room, adorned with light-colored curtains. A television is mounted on one wall, alongside decorative elements including a palm plant.
Apartment in Madeira Beach

Steps to Johns Pass+Beach | Water View | Htd. Pool

Welcome to Madeira Bay, your cozy home away from home in Madeira Beach, FL. Located directly across the street from the beach & just 1 block north of John's Pass Village, this modern newly built 2 bed 2 bath private waterfront condo offers the perfect beach getaway for guests & families alike. Featuring stunning sunrise views over the intracoastal & in walking distance to restaurants, shopping, parasailing, boating, jet ski rentals, bike rentals, & more. We know you'll love your stay with us!

4.99 out of 5 average rating, 101 reviews
Top guest favourite
A saltwater pool is surrounded by a screened enclosure, featuring an elevated circular area. An umbrella provides shade over a small table with drinks. Lounge chairs in vibrant colors complement the tranquil setting, with a view of the patio and home entrance in the background.
Home in St. Petersburg

Sparkling Modern Pool Home with Guest Bungalow!

Presented by "ST PETE VACATION HOMES". Explore our 5 Airbnb homes online or on our Airbnb profile. Home sleeps 12 guests. OUTSIDE FEATURES: * Adorable Pink Guest Bungalow *saltwater pool (optional heater) * covered lounge seating w/ bev fridge & TV * swim up bar-top * protective pool enclosure * exciting wildlife to enjoy in the backyard LOCATION: • madeira beach ~6 minutes • walmart, dining + coffee ~2 minutes • john’s pass village & boardwalk~10 minutes • downtown st. pete ~25 minutes

4.98 out of 5 average rating, 240 reviews
Guest favourite
Aerial view of a beachfront building located near Madeira Beach, showcasing proximity to the ocean and nearby establishments. The scene includes colorful structures along the coast, palm trees lining the street, and a clear blue sky reflecting sunlight over the water.
Apartment in Madeira Beach

Beachfront building across from Johns Pass Village

Beachfront building - head downstairs to enjoy the white sand beaches of Madeira Beach! Partial beach view from the large balcony. Updated 2-bedroom condo with contemporary furniture. Prepare meals in the fully equipped kitchen or walk across the street to John's Pass Village & Boardwalk with many restaurants, retail stores, ice cream shops, sunset cruises, jet ski rentals and more! Condo offers walkability and beach access downstairs. Price is discounted - pool is closed until January 2027.

4.93 out of 5 average rating, 114 reviews
Top guest favourite
A private balcony offers a serene view of the bay, framed by lush palm trees. A glass table and two chairs are positioned for easy enjoyment of the surroundings, while the sparkling water glimmers under a clear blue sky.
Apartment in St. Petersburg

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping coffee, or while enjoying a glass of wine with the sunset! A 6-minute drive to Madeira Beach, close to all amenities, many restaurants nearby, incl. Doc Ford's next door, rated #1, shopping 7 mins. Lots to do; close to fishing including deep sea, jet skiing. 1 bedroom w/KING bed, comfy QUEEN pull-out; SLEEPS 4.

4.96 out of 5 average rating, 312 reviews
Top guest favourite
A light-filled studio space features a comfortable bed along with a simple wooden table and chairs. A mounted TV is present on the wall, and a plant adds a touch of greenery. The flooring consists of neutral tiles, enhancing the spacious feel of the room.
Tiny home in St. Petersburg

King Studio | Immaculate, Private & Family-Run

Our exceptional value starts with a truly hands-on, family-run approach. My mother personally handles cleaning, restocking, and upkeep with meticulous care, while our family maintains every detail. Centrally located between downtown, the beaches, and airport—ideal for exploring St. Pete. Enjoy a tropical outdoor space with 500+ live plants, hammocks, shaded lounging, dining, gazebo, and full outdoor kitchen. That care has earned us 800+ guest reviews in 3 years—95% of them 5 stars.

4.93 out of 5 average rating, 216 reviews
Guest favourite
A cozy sleeping area features a wooden bed with a light-colored comforter. Soft lighting is provided by pendant fixtures on either side. A shelf above the bed displays various plants, adding a touch of greenery to the earthy tones of the room.
Tiny home in St. Petersburg

Queen Studio | Immaculate, Private & Family-Run

Our exceptional value starts with a truly hands-on, family-run approach. My mother personally handles cleaning, restocking, and upkeep with meticulous care, while our family maintains every detail. Centrally located between downtown, the beaches, and airport—ideal for exploring St. Pete. Enjoy a tropical outdoor space with 500+ live plants, hammocks, shaded lounging, dining, gazebo, and full outdoor kitchen. That care has earned us 800+ guest reviews in 3 years—95% of them 5 stars.

4.9 out of 5 average rating, 176 reviews
Top guest favourite
A serene balcony offers a view of the waterfront, with two green chairs and a glass table positioned to enjoy the scenery. Palm trees are visible in the foreground, and the calm water reflects the bright blue sky, creating a tranquil outdoor space.
Apartment in St. Petersburg

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

4.98 out of 5 average rating, 297 reviews
Guest favourite
Apartment in St. Petersburg

Waterfront condo on top floor, pool and hottub

Spectacular water views from this TOP FLOOR condo, 30 feet from the water! Enjoy sunsets from your PRIVATE 20 FOOT BALCONY, and with a little luck watch the dolphins at the same time. Living area, dining area, full kitchen, laundry, bedroom 40 inch TV in living area. Pool, hot tub, BBQ area, fishing pier. Quietest building in complex. Minutes to War Veterans’ Memorial Park, boat launch, boat rentals, trails, Madeira Beach, downtown St Pete, Treasure Island.

4.93 out of 5 average rating, 110 reviews
Top guest favourite
Flat in St. Petersburg

Waterfront studio! Heated pool and hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

4.95 out of 5 average rating, 150 reviews
Top guest favourite
A balcony area features a round wooden table surrounded by two chairs, one woven and one metal. A decorative piece is displayed on the wall, with two fishing poles leaning against the balcony railing overlooking the water and marina.
Flat in St. Petersburg

The Oasis

Welcome to Boca Ciega Oasis! The "Oasis" suite 409 includes a recent queen sofa couch in LR, refrigerator, stove, washer/dryer, and balcony tables and chairs. The 4th-floor view is the best but 409 is also centered beautifully to take in the expansive Boca Ciega Bay! Directly below the balcony is the swimming pool, Hot tub, and observation pier! The marina is to your left. See all while sitting in our bar height chairs and tables.

4.91 out of 5 average rating, 199 reviews

Popular amenities for waterfront rentals in Bay Pines

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment rentals

Guest favourite
An inviting pool area is framed by lush tropical plants, overlooking a calm waterway. The scene is enriched by a vibrant sunset, reflecting shades of pink and orange across the sky and water. Lounge chairs are positioned near the pool, providing a perfect spot for relaxation.
Flat in Madeira Beach

Beach-steps away! Waterfront Pool View!5

4.75 out of 5 average rating, 218 reviews
Guest favourite
A spacious living area is furnished with two comfortable leather sofas and a wooden side table. A large flat-screen TV is positioned nearby. Natural light floods the room through expansive glass doors leading to a balcony, with ocean views visible in the distance.
Flat in Indian Shores

Direct Beachfront Condo, Ocean balcony view!

4.93 out of 5 average rating, 230 reviews
Top guest favourite
A comfortable seating area features a woven hanging chair, positioned on a balcony overlooking the ocean. The view reveals a sandy beach and calm waters, extending to the horizon under a clear blue sky.
Flat in Madeira Beach

Oceanfront Luxury paradise

4.92 out of 5 average rating, 104 reviews
Superhost
Flat in Madeira Beach

“Beach Walk Retreat • Free Parking

4.95 out of 5 average rating, 147 reviews
Top guest favourite
An aerial view captures the beachfront landscape, highlighting an inviting shoreline bordered by a mix of residential and commercial properties. The water showcases varying shades of blue, while the sandy beach stretches invitingly. Identifiable structures are situated near the coast, establishing a vibrant neighborhood.
Flat in Madeira Beach

MadeiraC2 Waterfront & 2-3 minutes Walktothe Beach

4.88 out of 5 average rating, 146 reviews
Guest favourite
Flat in Treasure Island

Beach & Bay 1 Bdrm Condo Boat/Fish Dock with Patio

4.9 out of 5 average rating, 290 reviews
Top guest favourite
Flat in Treasure Island

Spectacular Studio on the Beach - 5 star reviews!

4.92 out of 5 average rating, 341 reviews
Guest favourite
Flat in Treasure Island

Complete Renovation-everything new! Amazing views

4.85 out of 5 average rating, 139 reviews

Waterfront house rentals

Guest favourite
Home in Madeira Beach

Boardwalk Bungalow - Johns Pass & beach steps away

4.95 out of 5 average rating, 126 reviews
Top guest favourite
A woven tray rests on a patio surface, displaying a glass pitcher and four clear glasses. In the background, a heated saltwater pool glimmers under a bright sky, surrounded by lush greenery and a tranquil lake.
Home in Seminole

Stunning Lakefront-King bed - 10 min to beaches

4.91 out of 5 average rating, 185 reviews
Guest favourite
Home in St. Petersburg

Waterfront Oasis, Hot Tub, Sauna

4.71 out of 5 average rating, 117 reviews
Top guest favourite
A screened-in saltwater pool area is highlighted, featuring colorful pool floats and two blue lounge chairs. Natural light enters through large windows, and a door provides access to the adjacent living space. The bright walls reflect the sun, enhancing the cheerful atmosphere.
Home in St. Petersburg

Creamsicle Dreamsicle- Saltwater Pool- Near Beach!

4.94 out of 5 average rating, 161 reviews
Guest favourite
An aerial view of a modern two-story home surrounded by lush greenery and palm trees, with a backdrop of tranquil water. The property's landscaping features a paved driveway leading to the entrance, while nearby boats are docked along the shoreline.
Home in Seminole

Waterfront Luxury Heated Pool/Hot Tub 5 bedrooms

4.94 out of 5 average rating, 340 reviews
Top guest favourite
A spacious living area features a large sectional sofa, complemented by decorative tables and potted plants. Expansive windows provide views of the water and outdoor seating, while natural light brightens the modern, open layout.
Home in Indian Rocks Beach

Walk to Beach! Waterfront Lux Retreat w/Kayaks

5.0 out of 5 average rating, 100 reviews
Top guest favourite
Home in Indian Rocks Beach

Ocean Dreaming: Waterfront Home with Heated Pool,

4.97 out of 5 average rating, 146 reviews
Guest favourite
Home in Indian Rocks Beach

Luxury waterfront | Walk to beach • Private dock

4.89 out of 5 average rating, 165 reviews

Waterfront apartment rentals

Superhost
A serene waterfront view is offered from the balcony, featuring a round table with two chairs. Palm trees frame the view, while calm waters reflect the clear sky, creating a peaceful outdoor space perfect for relaxation.
Apartment in St. Petersburg

🏝🏝Charming Bayfront Condo at Boca Ciega

4.79 out of 5 average rating, 236 reviews
Superhost
The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.
Apartment in Treasure Island

Beachfront Condo Resort on Treasure Island

4.89 out of 5 average rating, 215 reviews
Top guest favourite
An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.
Apartment in Treasure Island

Spectacular beach to bay views from this resort.

4.99 out of 5 average rating, 231 reviews
Top guest favourite
The aerial view displays a modern four-story condo building with a mix of orange and white façades. Balconies extend from each level, and a marina with boats is visible at the base, along with beach access in the background.
Apartment in Madeira Beach

Steps to beach with Marina Sunsets – 3 -Bed condo

4.84 out of 5 average rating, 131 reviews
Guest favourite
A spacious balcony features a round table surrounded by four wicker chairs. Lush palm trees provide shade, while a clear view of the ocean and beach is visible in the background, creating a relaxing outdoor space.
Apartment in Madeira Beach

Beach Place Bliss on Madeira Beach by John's Pass

4.87 out of 5 average rating, 113 reviews
Superhost
A view from the balcony showcases lush tropical palm trees framing the serene waters of the bay. A small boat can be seen gliding through the calm water, enhancing the tranquil atmosphere. Vibrant greenery is present in the foreground, completing the coastal scene.
Apartment in St. Petersburg

Breathtaking Waterview Condo!

4.82 out of 5 average rating, 139 reviews
Guest favourite
An aerial view showcases a vibrant coastal landscape, featuring a marina filled with boats. The sandy beach extends alongside the tranquil blue waters of the Gulf of Mexico, bordered by colorful buildings. The road leads to the beach, highlighting the proximity to waterfront activities.
Apartment in Madeira Beach

Penthouse Water View, Pool, @ Johns Pass!

4.97 out of 5 average rating, 185 reviews
Guest favourite
Apartment in Madeira Beach

Beach Front Gulf View at John’s Pass Medeira Beach

4.91 out of 5 average rating, 137 reviews

Destinations to explore