House holiday rentals in Boca Ciega Bay

A spacious living area features a large TV mounted on a green accent wall, complemented by wooden flooring. Natural light enters through a window adorned with flowing curtains. A coffee table sits at the center, surrounded by comfortable seating and a decorative plant.

4.95 out of 5 average rating, 131 reviews

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.

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4.97 out of 5 average rating, 250 reviews

Pretty-n-PINK Mid Century Modern *A Pink Paradise*

Presented by "ST PETE VACATION HOMES". Explore our 5 Airbnb homes online or on our Airbnb profile. Dressed to impressed in "Old Hollywood" charm-sleeps 13 guests. EXTERIOR FEATURES: * outdoor dining room * saltwater pool (optional pool heater) * tiki hut w/lounge furniture + TV * large chessboard * outdoor bar & stools * pink guest bungalow LOCATION: • madeira beach~5 minutes • walmart, dining + coffee ~2 minutes • john’s pass village & boardwalk~9 minutes • downtown st. pete~25 minutes

LocationFamilyOutdoor spaces

4.97 out of 5 average rating, 116 reviews

Heated Pool l BBQ | Karaoke | Outdoor Projector

✨ Welcome to Your Stylish Florida Escape — Heated Pool, Resort Vibes, and Endless Entertainment✨ Lovingly designed St. Pete retreat crafted for comfort and connection. Enjoy a private pool, cozy firepit, outdoor movie theater, pool table, and karaoke machine for endless fun. Sip tropical drinks from the margarita maker and unwind in luxurious rain showers. With stylish décor, a fully equipped kitchen, and a coffee/tea bar, every detail was thoughtfully created to make you feel right at home.

LocationValueIndoor spaces

4.7 out of 5 average rating, 115 reviews

Waterfront Oasis, Hot Tub, Sauna

Welcome to our beautiful waterfront home nestled between St Pete Beach & Gulfport, FL, where you'll experience the joys of the quintessential Florida lifestyle! Relax in the large outdoor living space, fish off the dock, boat on the pristine waters of the Gulf of Mexico and take in the ocean breeze. ☑ 2 mi to St. Pete Beach, 2.5 mi to Gulfport & 5 mi to John's Pass ☑ On the Intracoastal Waterway w/boat access out to the Gulf of Mexico ☑ Hot tub, Sauna, Outdoor kitchen, bar, dock, boat lift

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4.96 out of 5 average rating, 184 reviews

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.

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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.

5.0 out of 5 average rating, 229 reviews

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.

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A welcoming living area features light-colored seating with orange and gray accents. A wooden coffee table is centered on a decorative rug. Natural light filters through the vertical blinds, illuminating the room's neutral tones, complemented by a potted plant and wall-mounted lighting.

4.91 out of 5 average rating, 190 reviews

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

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A spacious outdoor area features a heated pool and a separate hot tub, both illuminated in soft blue light. A covered terrace provides shade, with comfortable seating options visible in the background. The landscape is accentuated by subtle stone textures and professional lighting.

4.93 out of 5 average rating, 107 reviews

Villa Kailāsa-Pool, 6 min drive to the Beach!

Welcome to heaven on earth! This stylish modern ranch features 3 comfy bedrooms, 2 baths, elegant living and dining spaces, a full kitchen, office nook, and 3 smart TVs. Designed for families, it includes a crib, toys, bikes, beach gear, arcade basketball, and laundry. Slide open the doors to your private oasis—featuring a brand-new heated pool (78–83ºF, 8 AM–10 PM) perfect for relaxing, playing, and making lasting memories in comfort and style. We can’t wait to host you!

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An outdoor area features a putting green with blue flags, designed for practice, surrounded by artificial grass. Adjacent is a heated pool area, with clear water and a marked pool deck. A shaded section offers lounge furniture for relaxation.

4.9 out of 5 average rating, 159 reviews

3BR St. Pete Home, Heated Pool, 5 Min To Beaches

Looking for a beautiful pool home in St. Petersburg just 5 minutes from Florida's best beaches? This spacious 3BR, 2 bath home for 8 guests features a heated pool, ping pong table, dart board, putting green and pool basketball hoop. Enjoy fast WiFi, flat-screen TVs, and a fully equipped kitchen. The outdoor screened-in patio includes a comfortable sectional and smart TV, while the pool area boasts lounge chairs and furniture. Just 2 miles to the beach – perfect for relaxing.

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The living area features a comfortable dark sofa and an armchair, complemented by a patterned area rug. A flat-screen TV is mounted on the wall. A round dining table with woven chairs is set with place settings, providing a welcoming atmosphere. Natural light enters through a large window.

4.95 out of 5 average rating, 293 reviews

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!

LocationFamilyLong stay

A bright and airy living area is furnished with a spacious beige sectional sofa adorned with colorful throw pillows. A natural fiber rug lies underneath a coffee table, which displays decorative items. Large windows allow natural light, and sheer curtains provide a soft, inviting atmosphere.

4.99 out of 5 average rating, 109 reviews

Family Home For 10 | Grill+ Beach Gear Included

Recently remodeled, this 4BR/2BA home is a 5-minute drive to Madeira Beach (beach chairs, towels, and wagon provided!). The house is fully stocked, comes equipped for kids of all ages, and has private work areas for remote workers. Relax on the beautiful, screened-in porch with an outdoor dining table that fits 6 for nice nights. Or grill on the back patio or sit by the fire pit. Sleeps 10 in total, pets OK with $150 pet fee.

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