Holiday rentals in Bay Pines
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Top-rated holiday rentals in Bay Pines
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Charming Of Sand and Sea Home
Make yourself at home in this charming and relaxed house in a quiet family neighborhood. Every detail has been thought out with brand new modern furnishings. The living/dining/kitchen area is spacious with lots of natural light, and can easily accommodate 4-8 guests. A stocked kitchen is open to the living & dining areas equipped with refrigerator and dish washer. There is a full-size washer and dryer. All bed/bath/kitchen/beach linens are supplied. Large driveway available for free parking.
King Bed Studio| Clean & Private |Central Location
Welcome to a thoughtfully designed private studio—efficient and exceptionally clean. If your priority is a comfortable king bed, a well-maintained space, and easy access to both downtown St. Petersburg and the beaches (about a 20-minute drive), this is a reliable choice. This is one of two private studios within a tiny house setup, ideal for solo travelers or couples. Guests also have access to a shared outdoor gazebo with seating, hammocks, greenery, dining space, and a fully equipped kitchen.
Heated Pool! Huge Walk In Shower! 5 min to beach!
Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!
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
The Blue Fin, 3 Bed/ Heated Pool/ XBOX
Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.
Beachy Bohemian Bungalow with all the perks!
This cozy spot sits in a quiet neighborhood that boasts access to the Pinellas Trail Bike rental close Full kitchen w/ extras Queen bed w/ built in drawers Shelves & clothing rack Smart TV Full bath w/ walk-in shower Ample outlets/ USB Private deck for sun & shade Beach chairs, towels etc for beach Convenient to a dozen parks, beaches, shopping & restaurants. 2 miles to Madeira Beach 3 m - Johns Pass 1.2 m - Seminole City Center 7.6 m - St. Pete/ Clearwater Airport NO SMOKING NO PETS
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.
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.
Coastal Retreat Near Madeira Beach With Game Room
This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.
Cheerful 3BR bungalow with hot tub near beaches
Relax with your family & friends at this beautiful rental home and have an unforgettable Florida vacation. Freshly renovated stylish bungalow with high-end modern amenities! Enjoy the private fully-fenced yard, large hot-tub spa or cozy up in the vibrant living area that opens up directly to airy outdoor recreation room. Walking distance to dining & shopping 6 min - beaches 12 min - Sand Key Park, Ruth Eckerd Hall, Clearwater Int. Airport 28 min - Tampa Int. airport
SHEEK and Glam- heated pool Updated! 3 mi to beach
UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !
The Flamingo House
Find your balance at the Flamingo House. Fully renovated (2022) house located in a safe and quiet neighborhood just minutes to beaches, Pinellas Trail (75 mile paved walk and bike path), shopping, restaurants. The house has 2 bedrooms and 2 bathrooms (master has a shower spa and other has a clawfoot tub), a fully equipped kitchen, large living room with HD TV, Wi-Fi , front porch, and back yard to relax and enjoy. Open dates book quickly. Don’t miss out!
Popular amenities for Bay Pines holiday rentals
Stay near Bay Pines's top sights
Other great holiday rentals in Bay Pines
Madeira Beach Pool Home w/Guest House
Ground Floor Seminole Stay
Casita near Madeira Beach
Sun Casa * King Bed *3 miles 2 beach,2 beds 1 bath
Private Heated Pool • 5 Min to Madeira Beach
Villa Kailāsa-Pool, 6 min drive to the Beach!
Smart + Luxury Beach Home w/ Stunning Water Views
Simple Studio Stay
When is the best time to visit Bay Pines?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $227 SGD | $275 SGD | $313 SGD | $257 SGD | $225 SGD | $233 SGD | $244 SGD | $205 SGD | $182 SGD | $189 SGD | $195 SGD | $231 SGD |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
Frequently Asked Questions
What are the best places to stay in Bay Pines?
Accommodations around residential neighborhoods in Bay Pines provide quiet, comfortable stays close to marinas and parks. Many visitors choose vacation rentals with outdoor spaces and access to local amenities.
What are the best things to do in Bay Pines with kids?
Kids enjoy parks with play areas and waterfront activities like paddleboarding, fishing, or shell collecting. The nearby region also has interactive museums and aquariums that families often visit on rainy days.
What are some of the best things to do in Bay Pines?
Explore marina areas, enjoy fresh seafood in local restaurants, or stroll through parks with scenic water views. Cultural history and outdoor activities shape the experience in Bay Pines year-round.
How is the weather in Bay Pines?
Bay Pines has mild winters with temperatures around 53–74°F (12–23°C) and hot, humid summers near 88–91°F (31–33°C). Rainfall increases in summer, especially from June through September, so lightweight clothing and a rain jacket are often recommended.
When is the best time to visit Bay Pines?
Late fall through spring is often recommended for visiting Bay Pines, as temperatures are milder and humidity is lower. These months typically make outdoor activities and waterfront explorations more comfortable.
What are the best places to visit in Bay Pines?
The area is known for its waterfront parks, marina access, and peaceful neighborhoods. The Bay Pines National Cemetery is often visited for its historic significance and quiet reflection spaces.
What are some hiking trails in Bay Pines?
Bay Pines has access to nature trails in nearby preserves, where you can explore coastal habitats and spot local wildlife. Walking paths in waterfront parks are often recommended for a relaxed outdoor experience.
What are some family activities we can do in Bay Pines?
Families often explore local parks, visit waterfront areas for picnics or fishing, and take part in kayak outings. Interactive museums and animal encounters can also be found in the surrounding region.
What are some of the best day trip ideas from Bay Pines?
Popular day trip ideas from Bay Pines include exploring barrier island beaches, visiting art centers, or discovering nature preserves. Urban destinations nearby also have vibrant markets and historic neighborhoods to explore.
Are there any pet friendly accommodations available in Bay Pines?
Bay Pines has a variety of pet-friendly accommodations, including vacation rentals with spacious yards and welcoming policies. Many hosts provide amenities for pets, making it easier to travel with your animal companions.
What are some local tips for visiting Bay Pines?
Locals suggest wearing sun protection, especially during warmer months, and exploring water activities such as kayaking or fishing. Early mornings and evenings are often the most comfortable times for outdoor adventures in Bay Pines.
What is Bay Pines known for?
Bay Pines is recognized for its connection to waterfront recreation, quiet residential neighborhoods, and the Bay Pines National Cemetery, a site of military and community remembrance. Outdoor activities and local fishing traditions are part of daily life.
What are the best hidden gems to explore in Bay Pines?
You can explore locally rooted seafood shacks or tucked-away fishing spots frequently suggested by residents. Small art galleries and walking trails through natural preserves offer quieter ways to experience the community.
What are the best foods to try in Bay Pines?
Seafood is frequently suggested in Bay Pines, where dishes like grouper sandwiches, shrimp, and fresh oysters reflect local tastes. You will also find a range of American comfort foods, Latin-inspired dishes, and southern barbecue in nearby eateries.
What should I bring for a trip to Bay Pines?
Pack lightweight clothing, sun protection, and a hat for warmer seasons. A rain jacket or umbrella, comfortable shoes for outdoor walks, and a refillable water bottle are also useful during your stay.
What is the nightlife in Bay Pines like?
Nightlife in Bay Pines is laid-back, with casual bars, waterfront lounges, and local restaurants hosting live music or trivia nights. For more energetic venues, consider exploring nearby neighborhoods known for their nightlife scenes.
What are the most popular events or festivals in Bay Pines?
Local events in Bay Pines often include community gatherings at parks, arts and craft fairs, and seasonal celebrations tied to holiday weekends. The nearby region frequently hosts seafood festivals and outdoor concerts throughout the year.
Are there family friendly vacation rentals in Bay Pines?
Bay Pines has many family-friendly vacation rentals, including homes with multiple bedrooms, spacious living areas, and amenities like full kitchens or access to pools. Some even include outdoor spaces for children to play.
Quick stats about holiday rentals in Bay Pines
Total holiday rentals
Explore 220 holiday rentals in Bay Pines
Nightly prices starting at
Bay Pines holiday rentals start at $38 SGD per night before taxes and fees
Verified guest reviews
Over 11,220 verified reviews to help you choose
Family-friendly holiday rentals
170 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 110 rentals that welcome pets
Holiday rentals with a pool
130 properties feature pools
Rentals with dedicated workspaces
120 properties have a dedicated workspace
Wifi availability
220 of Bay Pines holiday rentals include wifi access
Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Bay Pines rentals
4.8 Average rating
Bay Pines stays are highly rated by guests – averaging 4.8 out of 5!
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