Holiday rentals with beach access in Bay Pines

Apartment in Madeira Beach

4.98 out of 5 average rating, 105 reviews

Beach Front at “The Shore”

Welcome to The Shore —a beautifully renovated beachfront retreat in the heart of Madeira Beach. This second-floor 2-bedroom, 2-bath condo offers completely unobstructed Gulf views and the rare feeling of being almost directly on the water. Relax with your morning coffee in the signature blue chairs, watch breathtaking sunsets from the living room, and enjoy easy access to John’s Pass, waterfront dining, shopping, and the best of Gulf Coast beach living, where the shoreline feels just feet away.

A cozy living area features a navy blue couch adorned with colorful pillows, accompanied by two vibrant green armchairs. Light curtains frame the window, allowing natural light to brighten the space. A television is mounted on the wall, while decorative plants add an inviting touch.

4.93 out of 5 average rating, 149 reviews

Private Beach Getaway Home - Centrally Located

Indulge in paradise in this exquisite 3-BR vacation home! Nestled just 6 mins away from the sun-kissed shores, while local restaurants, stores, and entertainment are just around the corner! This haven boasts gracious updates throughout with all of the amenities needed for a perfect vacation—from the completely private outdoor oasis and BBQ to the expansive kitchen fully stocked for all your culinary needs! Equipped with TV's, beach equipment, a firepit, and so much more for hours of family fun!

4.96 out of 5 average rating, 236 reviews

Home in St. Petersburg

Surf’s UP! Pool, Cabana & Poolside bungalow!

Presented by "ST PETE VACATION HOMES". Explore our 15 Airbnb homes online or on our Airbnb profile. Home sleeps 8 guests. OUTDOOR FEATURES: * adorable guest bungalow * saltwater pool w/ optional heater * large tiki hut w/ lounge seating, TV & beverage fridge * lounge seating w/ TV * bar top seating * propane grill * tropical foliage LOCATION: • madeira beach ~6 minutes • walmart, dining + coffee ~1 minute WALK!😇 • john’s pass village & boardwalk~10 minutes • downtown st. pete ~25 minutes

4.93 out of 5 average rating, 202 reviews

The Palm House | Free Heated Pool!

Come enjoy our newly renovated pool! Our updated home is ideally situated just a few minutes from local beaches, restaurants, and entertainment, making it a perfect home base for your Florida visit. The backyard boasts a newly renovated heated pool, outdoor shower and screened patio. Our bright living room offers a comfortable space to unwind after a long day, and our kitchen is fully stocked with cookware, utensils and a coffee station for your convenience. Updated pool pics coming soon!

5 out of 5 average rating, 213 reviews

A private backyard features a custom-made pool surrounded by a wooden deck. Lounge chairs and a sun umbrella are positioned nearby, while palm trees and lush greenery offer a tropical ambiance. A white privacy fence encloses the space, enhancing the serenity.

Home in St. Petersburg

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

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.

4.91 out of 5 average rating, 200 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

Cottage in St. Petersburg

4.99 out of 5 average rating, 106 reviews

Private Peaceful Cottage-St Pete, Beaches & Trail!

Welcome to our bright coastal cottage — a peaceful retreat just 4 miles from the beach. Enjoy a newly remodeled kitchen and bathroom, two convenient parking spots, folding twin cot, and a couch for extra guests. Located in a quiet neighborhood with plenty of Florida charm and Florida birds. Guests must be 25+, sorry no parties or unregistered visitors. Additional guests $10 per night. ID required within 24 hours. No smoking or vaping anywhere on the property — $500 fee applies.

Superhost

A modern living area features a large sectional sofa adorned with decorative pillows. A round coffee table sits at the center, displaying a small plant and snacks. Bright red chairs are positioned near a window, complemented by a light and airy ambiance from natural light.

4.91 out of 5 average rating, 306 reviews

Beachy Home Minutes from sugary sand beaches

Sunny Florida Beach Home! 4 minutes drive to the #1 best beach in America nominated by Trip Advisor, where you will find beautiful white sand and extremely warm and clear water! Enjoy tons of top local restaurants and entertainment all minutes from your door in this relaxing, low key beach neighborhood. Super kid friendly! Games, BBQ, swing set, Apple TV, and bikes for the whole family! Enjoy the entire house that has been completely remodeled and is sparkling CLEAN!

An open-concept living area features a light-colored, patterned sofa paired with a wooden coffee table. A large flat-screen TV is mounted on the wall, and a serene window nook offers natural light, enhancing the coastal charm of the space.

4.97 out of 5 average rating, 217 reviews

*Shore Thing* Walk to Beach | Intercoastal Views

🏖️ Shore Thing Condo 🏖️ Escape to pure coastal paradise at this chic Treasure Island condo. You are mere footsteps from sugar-sand beaches, refreshing salt air, and unmatched sunsets. Keep an eye on the water as dolphins and manatees drift right by! 🐬🌅 Indoors, unwind in elevated, modern coastal design. From cooking in the upscale kitchen to swimming in the heated pool, our signature service guarantees your peace of mind is the top priority. Book today! ✨🐚

A serene outdoor space features a heated saltwater pool surrounded by a screened enclosure. Lounge chairs are positioned poolside, and a children's swing set is visible in the background. The vibrant sunset creates a warm ambiance over the tranquil setting.

4.96 out of 5 average rating, 146 reviews

Sleeps 8 Near Beach | Pool + Game Retreat

Discover your tropical retreat at Paradise Palms in Seminole! This newly renovated, pet-friendly home features a game room, outdoor dining, and a sparkling, saltwater swimming pool - with heating provided at no extra cost. mid Oct- April. Just minutes from Madeira Beach, we've equipped you with all the beach essentials for your convenience. Professionally hosted by Tropical Oasis, FL, we've meticulously prepared all the essentials to ensure a memorable stay.

4.97 out of 5 average rating, 192 reviews

An open concept living area features a dining table set for four, surrounded by stylish chairs. The well-equipped kitchen, highlighted by modern appliances and a granite countertop, is visible in the background, alongside a cozy seating area with an electric fireplace and TV.

Apartment in Seminole

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶

Amazing value 2 bedroom 1 bath condo! 2 miles to Indian Shores beach. Nicely Updated gated condo with gym, tennis courts, large pool and pet friendly! High ceilings! We have everything that you need for a comfy perfect vacation! Beautiful condo featuring granite counters, tile floors, nice tennis court / green scape view! King master bed,queen guest bedroom & queen sofa couch. Our condo is stocked with everything for a NICE VACATION!

4.96 out of 5 average rating, 127 reviews

Beach 5-Min (Near Tampa & Clearwater)

Quick 5 minute drive to the beach! Highlights - fire pit - 2 travel cribs/pack-n-play - high chair - baby lounge bouncer (Must request baby gear when booking) Comfortable 2 bedroom & 2 full bath home with an open floor plan in a quiet neighborhood and only 2 miles to the beach! Walking distance to grocery store, bike path and more! State DWE6218902 County STR26-00218 Parking for 2

Popular amenities for rentals with beach access in Bay Pines

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Apartment rentals with beach access

4.97 out of 5 average rating, 145 reviews

A spacious living area is presented with a large flat-screen TV mounted on the wall. Comfortable leather sofas are arranged with accent pillows, complemented by a decorative area rug. A coffee table sits in the center, with the kitchen area visible in the background.

Flat in Treasure Island

Awesome 1BR - 6 min. walk to beach! Full Kitchen +

4.92 out of 5 average rating, 333 reviews

Flat in Treasure Island

Attractive Beachfront Studio - Live Like a Local!

Flat in Indian Rocks Beach

4.88 out of 5 average rating, 104 reviews

On Private Beach! Full Kitchen Ground Level Unit 7

4.89 out of 5 average rating, 194 reviews

A light-filled living area showcases large windows that offer views of the outside. A comfortable sofa is positioned next to a wooden coffee table. A dining table with four chairs sits nearby, accompanied by a lamp on a side table, enhancing the space's functionality.

Flat in Madeira Beach

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

4.92 out of 5 average rating, 211 reviews

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

Beach Front Condo!

4.87 out of 5 average rating, 117 reviews

Flat in Redington Shores

Beach Studio 8

4.84 out of 5 average rating, 251 reviews

A charming terrace features a jacuzzi surrounded by wooden walls adorned with greenery. Soft lighting illuminates the space, creating a cozy atmosphere. Two turquoise chairs and a small blue table invite relaxation and conversation.

Flat in Pinellas Park

“Oasis Terrace”

Flat in Indian Rocks Beach

A spacious living room is presented with two blue sofas, accented by vibrant green and yellow pillows. A wooden coffee table sits centrally, illuminated by soft lighting from a nearby floor lamp. Natural light enters through a window with sheer curtains, enhancing the comfort of the space.

4.86 out of 5 average rating, 182 reviews

Best Location 2 -Close to Everything and the Beach

House rentals with beach access

An inviting pool area features a clear blue pool alongside a spacious hot tub, both surrounded by a grey stone deck. Comfortable loungers are arranged under an umbrella, offering shade. Sunlight filters through the screened enclosure, creating a bright and open atmosphere.

4.92 out of 5 average rating, 124 reviews

Heated Pool and Spa | 5 min to beach

4.99 out of 5 average rating, 119 reviews

An aerial view showcases a coastal area with a sandy beach and turquoise water. The newly built home is highlighted, situated across the street from the beach. Nearby structures and recreational activities are visible, illustrating the vibrant environment of the location.

Home in Madeira Beach

Beautiful New Home with Ocean View, Steps to Beach

4.99 out of 5 average rating, 185 reviews

A charming cottage exterior is showcased with a light green facade and a welcoming front porch. Two outdoor chairs are positioned to the sides of the entrance, flanked by tropical plants. The sky features a blend of warm colors during sunset, enhancing the peaceful ambiance.

Home in Gulfport

The Boho | Walk to Gulfport Beach & Restaurants

Superhost

4.85 out of 5 average rating, 133 reviews

Sky Shower | Ping Pong | King Beds

A light-filled living area is furnished with a comfortable grey sofa and two wooden chairs. A round coffee table sits in the center on a natural fiber rug. A wall-mounted TV displays a scenic view, while large windows with blinds allow natural light to enter.

4.93 out of 5 average rating, 149 reviews

12 Mins to Beach | Patio&Grill | Fenced Yard

A cozy open-concept living area features a spacious light-colored sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, positioned on a striped area rug. Elegant pendant lights hang above a large kitchen island with a granite countertop, contributing to a welcoming ambiance.

4.98 out of 5 average rating, 157 reviews

Modern Cozy 3BR | Walk to IRB Beach + Heated Pool

4.97 out of 5 average rating, 64 reviews

Home in Redington Beach

Guest Favorite! <2 minute walk to beach! Gameroom!

4.94 out of 5 average rating, 120 reviews

🍍Beautiful Home Heated POOL 5min to BEACH. 8 ppl🍍

Apartment rentals with beach access

Apartment in Indian Shores

A balcony space is shown with two white lounge chairs positioned facing the ocean. The beach and turquoise waters are visible in the background, complemented by a clear blue sky. The glass door provides seamless access to the indoor area.

4.98 out of 5 average rating, 124 reviews

Relax in a Newly Renovated Beach Front Paradise

A private balcony showcases a stunning sunset view, framed by palm trees. The spacious area features a green chair and overlooks the resort's pool and surrounding buildings, creating a serene outdoor space for relaxation.

4.98 out of 5 average rating, 153 reviews

Sunset Nest: Two Bedroom Condo with Sunset Views

Apartment in Madeira Beach

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.

4.99 out of 5 average rating, 227 reviews

Rincón Divino MB 2 Balconies, Ocean & Marina Views

Apartment in Madeira Beach

4.83 out of 5 average rating, 148 reviews

Beachfront balcony view heated pool hot tub

Apartment in Redington Beach

A well-maintained courtyard features a central swimming pool surrounded by lounge chairs and shaded by palm trees. The two-story building wraps around the pool area, with balconies visible above and tropical landscaping enhancing the outdoor space.

4.85 out of 5 average rating, 186 reviews

Royal Orleans at Redington Beach

Superhost

The image shows a view of the beach, with smooth, sandy shores leading to a row of modern condo buildings in the background. The condos are designed with balconies, featuring multiple stories and large windows, under a clear blue sky.

Apartment in Indian Shores

4.9 out of 5 average rating, 427 reviews

Indian Shores Gulf Front Rental

An aerial view captures the waterfront community, highlighting the proximity to the beach and nearby amenities. Serene blue waters of the canal intertwine with the residential buildings, while the expansive shoreline stretches in the background, offering a picturesque setting for relaxation and exploration.

4.97 out of 5 average rating, 159 reviews

Beach, dolphin/manatee sightings, fishing, sunsets

A modern kitchen area features a large island with seating, complemented by white cabinetry and gleaming countertops. Natural light floods the space through expansive sliding glass doors, which lead to a private terrace with ocean views. A comfortable seating area is arranged nearby.