Vacation rentals with a pool in St. Pete Beach

5.0 out of 5 average rating, 102 reviews

Condo in Sunset Beach

Glorious Sunsets - Beachfront 2BR Condo

Your perfect getaway on the stunning shoreline of Sunset Beach where soft sand, shimmering waters, and sunsets are part of every day. This spacious unit offers all the comforts and amenities you’d expect, with plenty of room to relax, unwind, and make yourself at home. Just a short walk to laid-back beach bars, restaurants, and live music. Iconic John’s Pass Village is a short drive, where you can enjoy dolphin and sunset cruises, fishing charters, jet ski & boat rentals, shopping, and dining.

FamilyValueComfort

4.99 out of 5 average rating, 239 reviews

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.

Condo 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.

FamilyLocationLayout

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.

4.91 out of 5 average rating, 117 reviews

Luxury Seashell Oceanfront Condo with Pool

Book your next beach vacation at the stunning Seashell Condo in the Treasure Island Beach community. This modern and airy 2-bedroom, 2-bathroom vacation rental is the perfect getaway for relaxation and adventure. Enjoy the private terrace and chef's kitchen, as well as access to the shared pool, hot tub, gym, and rooftop terrace. Located just steps away from the beach and surrounded by fantastic restaurants and shops, Seashell Condo is the perfect place to call home during your beach vacation.

FamilyLocationComfort

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.

4.99 out of 5 average rating, 231 reviews

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

LocationValueCheckout

The outdoor pool area, surrounded by palm trees, features a clean, inviting pool with lounge chairs positioned around it. In the background, the beach can be seen, with soft white sand meeting the clear ocean waters.

4.86 out of 5 average rating, 279 reviews

Gulf Strand Beach Resort

Modern, spacious condo situated directly on beautiful St Pete Beach with a balcony. Miles of white sand and warm clear water. All year round heated swimming pool and hot tub exclusively for guests. Covered patio and barbeque. Fully equipped kitchen with large fridge freezer, dishwasher, cooker and microwave. Washer and dryer in the apartment. Designated free parking space. Steps from large supermarket and many restaurants. Excellent guest services on site and simple check in and out process.

ValueFamilyQuiet

4.99 out of 5 average rating, 109 reviews

A well-lit kitchen is equipped with wooden cabinets and a spacious countertop. Three white bar stools are arranged at the island, which is adorned with a vase of fresh flowers and a platter. Large windows allow natural light to brighten the room.

Home in St. Pete Beach

Gulfside Resort: 3 bed, 2 bath /pool access

Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are a short stroll away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! The house sleeps 6.

FamilyLocationHospitality

4.97 out of 5 average rating, 143 reviews

St Pete Retreat WalktoBEACH*HeatedPOOL*PrivateYARD

Come enjoy this getaway vacation home on St Pete Beach!! A one of a kind, fully renovated beach house with pool and private backyard, to provide you with a luxurious yet cozy place to stay. In prime location on St. Pete beach, and a short walk to Treasure island beach! A vacation here offers comfort at home, relaxation at the beach, fun filled outdoor activities (biking, tennis, boat rentals), all while enjoying the vibrant St Pete Beach scene full of amazing beach restaurants and bars.

LocationFamilyHospitality

4.88 out of 5 average rating, 142 reviews

Renovated 2BD Beach Getaway in Prime Location!

Walk to waterfront restaurants, bars, and white sandy beaches all within 15 mins. Perfect home base for your vacation! This bright ground floor 2BR/2BA condo has been renovated from top to bottom sleeping 4. We're excited to be able to share our home again after the completion of our renovations following the Hurricane in 2024. Our place has the largest, private patio —steps from the pool - and many extras such as beach chairs, umbrella, kitchen appliances, and more for you to enjoy.

ValueLocationLayout

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.

4.9 out of 5 average rating, 187 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.

FamilyLocationPets

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.

4.89 out of 5 average rating, 214 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.

LocationValueWalkability

4.93 out of 5 average rating, 109 reviews

Condo in Tierra Verde

Island Escape • Pool • Jacuzzi • Minutes to Beach!

Your island escape in Tierra Verde awaits! This spacious 1BR/1BA condo with a sleeper sofa comfortably sleeps up to 4—ideal for couples, small families, or friends. Enjoy resort-style amenities, water views, and a relaxing coastal vibe. Just minutes from Fort De Soto and St. Pete Beach (both ranked Top 5 Beaches by TripAdvisor) and only 15 minutes from the energy and culture of downtown St. Pete. Your perfect getaway with an world-class Host starts here—book today!

LocationFamilyGetting around

A scenic view of a heated pool is highlighted, with sun loungers positioned under yellow umbrellas along a sandy beach in the distance. A cozy living area features a comfortable couch and a dining table, while a second image showcases the inviting pool area with surrounding greenery.

4.89 out of 5 average rating, 246 reviews

St. Pete Beach Condo • Heated Pool • Walk to Beach

Relax in this bright, first-floor beach condo just a 4-minute walk to St. Pete Beach. Enjoy a full kitchen, king bedroom, washer/dryer in unit, fast WiFi, and a comfy living area with a sleeper sofa. The gated community offers a heated pool, grilling area, and free parking. Beach chairs, beach towels, and umbrellas are included—everything you need for an easy, comfortable getaway. Walking distance to many restaurants and shops, making this the perfect location!.

FamilyValueWifi

Popular amenities for St. Pete Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 189 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

LocationValueSleep quality

4.94 out of 5 average rating, 187 reviews

Home in Gulfport

Tropical Disco | Pool & Fire Pit | St Pete Beach

ValueFamilyCheckout

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, 227 reviews

Beautiful Tampa Bay Pool Home Near Gulf Beaches

FamilyValueAccuracy

A spacious backyard is highlighted by a solar heated pool, surrounded by lush greenery and native plants. Comfortable lounge chairs face the water, with colorful floatation devices resting nearby. A shaded area is provided by a patterned umbrella, offering a spot to relax and enjoy the scenery.

4.99 out of 5 average rating, 140 reviews

Mad Beach HideAway • Private Pool • 4 Bed • 3 Bath

LocationFamilyAir conditioning

4.96 out of 5 average rating, 170 reviews

A serene outdoor space features a heated pool surrounded by several lounge chairs and an umbrella for shade. Lush green plants and a wooden privacy fence complement the vibrant color of the cottage in the background, enhancing the inviting atmosphere.

Home in Gulfport

Bungalow Heated Pool Home 10 minutes to Beaches

FamilyValueWifi

4.9 out of 5 average rating, 128 reviews

A heated pool area is surrounded by tropical plants and palm trees. A tiki hut provides shaded seating, and lounging chairs are positioned around the pool. A textured stone deck complements the inviting water of the pool, creating a relaxed atmosphere for guests.

Home in Largo

Tiki House •Sleeps 12 •Walk to Beach + Heated Pool

ValueLocationPool

4.87 out of 5 average rating, 131 reviews

Inground Pool w/ Game Room - Fully Renovated House

LocationValueCheckout

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.

4.98 out of 5 average rating, 236 reviews

Sparkling Modern Pool Home with Guest Bungalow!

ValueFamilyHot tub

Condo rentals with a pool

4.89 out of 5 average rating, 158 reviews

A bright bedroom features a spacious bed adorned with light blue and white striped linens. Natural light floods the room through sliding glass doors that lead to a private balcony with an ocean view. Two decorative lamps and a textured area rug enhance the serene atmosphere.

Condo in Sunset Beach

2 Story Penthouse | Pool | Balcony | Gulf View 602

ValueLocationHospitality

A wooden boardwalk leads towards the beach, illuminated by a warm sunset reflecting off the ocean waves. The sky features shades of orange, pink, and purple, creating a serene backdrop for the tranquil atmosphere inviting visitors to the shore.

4.93 out of 5 average rating, 167 reviews

Beach getaway on the beach

ValueLocationGrill

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, 164 reviews

Sunset Nest: Two Bedroom Condo with Sunset Views

FamilyLocationCheckout

4.94 out of 5 average rating, 176 reviews

Condo in Madeira Beach

Stunning Views Beach Front Condo

LocationValueAccuracy

An aerial view captures the coastline of St. Pete Beach, showcasing a long stretch of sandy beach lined with beach chairs. Nearby, residential and commercial buildings are visible, along with flowing roads and vibrant greenery that enhance the local landscape.

4.95 out of 5 average rating, 145 reviews

Upham Beach-Paradise in St. Pete Beach & Parking!

ValueLocationNearby

The spacious living area features a blue sofa with decorative pillows, a white coffee table, and a dining space with a round table and four chairs. A ceiling fan circulates air, and the kitchen is visible in the background, complemented by light-colored cabinetry.

4.92 out of 5 average rating, 177 reviews

Updated Condo minutes from the beach - heated pool

LocationFamilyNearby

A sandy pathway, framed by lush green grass, leads to the beach where the ocean meets the sky. Soft clouds drift above, and the vibrant blue water sparkles in the sunlight, creating an inviting atmosphere for beachgoers.

4.88 out of 5 average rating, 389 reviews

Easy access to St. Petersburg beach, a minute walk

LocationFamilyDecor

4.96 out of 5 average rating, 188 reviews

Condo in Sunset Beach

Stunning BEACH FRONT Condo, KING Size Bed, Balcony

LocationFamilyKitchen

Other vacation rentals with a pool

Bungalow in Indian Shores

Private Beachfront 2BR BUNGALOW*POOL*PETS ok

FamilyLocationDecor

4.97 out of 5 average rating, 200 reviews

Superhost

A spacious saltwater pool stretches across the backyard, bordered by a paved area featuring lounge chairs. Lush greenery, including palm trees and a nearby canal, enhances the serene outdoor setting under a clear blue sky.

Villa in St. Petersburg

Dolphin Cove Waterfront St. Pete Beach w/ Pool

ValueFamilyAmenities

4.76 out of 5 average rating, 215 reviews

Apartment in Treasure Island

An inviting living area features a light gray sofa and a round white coffee table. Large glass doors open to a private balcony with unobstructed views of the Gulf of Mexico, creating a seamless connection with the beachfront landscape.

Beachfront Condo w/ Ocean View - Newly Renovated!

LocationFamilyBeach

4.94 out of 5 average rating, 193 reviews

5.0 out of 5 average rating, 27 reviews

Home in South Pasadena

Waterfront/ Sunsets/ Heated Pool/ Tiki Bar/ Dock

ValueFamilyDecor

Superhost

4.9 out of 5 average rating, 20 reviews

LUXE Waterfront Mansion | Pool + Game Room

FamilyLocationView

5.0 out of 5 average rating, 37 reviews

Paradise Palms - Private Pool Oasis - St. Pete

FamilyValueBackyard

5.0 out of 5 average rating, 24 reviews

Home in Treasure Island

Waterfront Condo with Boat Slip & Fishing Dock

FamilyLocationHospitality