Holiday rentals with a pool in Laurel

A spacious living area features two large sofas and a patterned accent chair arranged around a central coffee table. Tall windows allow natural light to fill the room, highlighting the neutral color palette. A staircase leads to the upper level, enhancing the open layout.

4.87 out of 5 average rating, 203 reviews

4/2.5 Oak Bahay, Heated Pool! 5min to Beach,4Acres

Welcome to Oak Bahay Ranch, our beautiful 4+ acre ranch home with pool! Enjoy the tranquility of this 4 bedroom/2.5 bathrooms with a pool (heated during winter). Bike or drive the quick 2.5 miles to Nokomis and Casey Key Beaches! Oak Bahay Ranch is a nature lover's paradise, close to Legacy Trail, Sarasota County's premier 20+ mile biking/walking trail. Oak Bahay Ranch is an easy drive to world famous Siesta Key Beach (15 mins), downtown Sarasota (20 mins), and downtown Venice (10 mins).

4.92 out of 5 average rating, 286 reviews

A tranquil pool reflects a colorful sunset with hues of orange and pink in the sky, surrounded by lush greenery. The paved area features decorative stonework, enhancing the serene outdoor setting by the Gulf of Mexico.

Guest house in Englewood

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

5 out of 5 average rating, 102 reviews

Apartment in Sarasota

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool

Whisk your favorite person away to BayDreaming! Escape to this quiet 1BR/1.5BA condo - just an 8-minute walk to Turtle Beach! Perfect for couples, it features a private deck with canal and Gulf views , a heated pool for sunset swims, 2 supyaks and a plush king bed for cozy nights in. Enjoy garage parking, beach gear, and a peaceful, welcoming community. Whether you're here to relax or reconnect, this coastal retreat offers the perfect mix of romance or just plain serenity on sunny Siesta Key!

A serene pool area features a rectangular swimming pool surrounded by a spacious deck. Lounge chairs are positioned for relaxation, while lush greenery and a wooden fence provide privacy. A decorative statue adds an elegant touch to the tranquil environment.

4.98 out of 5 average rating, 104 reviews

The Oasis

Welcome to The Oasis, your Florida home away from home! Centrally located, between siesta key and st Armand’s circle, near many fantastic restaurants, grocery stores, and downtown. This home has everything you need for a fantastic stress free stay in Sarasota. A luxurious Italian style pool and garden area, a spacious indoor area with a full sized kitchen, king bed, queen bed, 1 twin bed and 2 twin air mattress. 4 smart tvs. We love this stunning and cozy home and we’re sure you will too!

4.88 out of 5 average rating, 267 reviews

Hotel room in Venice

Near Downtown/Beach | Tropical Villas Venice Beach

Tropical Villas of Venice Beach offers 10 Villas on the Island of Venice FL. The Villas give the Old time Florida vibe with a convenient location to the beach, stores and restaurants. - 3 blocks from the beach - 2 blocks from the downtown - Near the Legacy Bike trail - In front of the beautiful John N. Park (Picnic) - Tropical gardens & swimming pool - Smart TV : NFLX, DIS +, Hulu, Espn+ - BBQ and Bikes and beach gears provided - Shark teeth equipment - Farmer Market every Saturday

A single-story house is set within a lush green landscape, featuring well-maintained shrubs and palm trees. The façade includes large arched windows and a spacious driveway nearby, with bicycles visible against the side of the house. A clean lawn invites outdoor activities.

4.92 out of 5 average rating, 132 reviews

Sunny Oasis/Beautiful House/Near Beach/Heated Pool

Beautiful House with 3 bedrooms, heated pool, mini golf and two-car garage. Great location. five-minute drive to the beach. near shopping plazas, restaurants, and the famous Legacy Trail perfect for biking, running, and more. Situated at a dead-end in a peaceful community. Lots of outdoor space around the house with beautiful palm trees and a large patio. bicycles, board games, cornhole, a gas grill, and more at your disposal. Lots of places to visit in the Sarasota and Venice area.

4.92 out of 5 average rating, 386 reviews

A bright and airy indoor space features a coastal-themed rug with a starfish design. Light-colored furniture and a wooden table provide a casual dining area, while large windows allow natural light to fill the room and offer views of the backyard.

Home in Pelican Cove

Beach Retreat•Renovated Pool Patio•Near Siesta Key

Stay at one of Sarasota’s top-rated Airbnbs, perfectly centered between the ever famous Siesta Key and several other stunning beaches. Lounge by the newly renovated heated pool with upscale chaise lounge chairs, lush garden views, and a stylish patio with ample seating. Inside, enjoy a modern, beach vacation themed design with an open layout, fully stocked kitchen, fast WiFi, and Smart TVs in every bedroom. Your on-site Superhost is nearby but works full time and gives total privacy.

An outdoor patio area features a glass dining table with four chairs, shaded by a teal umbrella. Lounge chairs are arranged nearby, facing a pool surrounded by a screened enclosure. Lush greenery is visible in the background, adding to the serene environment.

4.9 out of 5 average rating, 199 reviews

Vacation Rental with private swimming pool

Located in a desirable community of South Venice. Venice, Manasota, Nokomis and Sharky’s beaches are located only 5 miles away. The historic Venice Avenue of unique shops, restaurants, special events. Farmer market, tennis courts, and children fountain are close by. Newly renovated home and swimming pool in a quiet peaceful area in an ideal place for any season gateway.A great place for biking, running and walking. My place great for couples, solo adventurers or families with kids.

A charming house is set within a spacious yard, featuring lush green grass and palm trees. A driveway leads to a light-colored exterior, with the front entrance framed by tropical plants. A clear blue sky adds to the inviting atmosphere of the property.

4.98 out of 5 average rating, 60 reviews

The Pineapple Escape

The Pineapple Escape is the perfect gateway vacation house that has everything you're looking for. With a heated pool for access year round and beautiful kitchen for all your desires. Just a short drive from some of Florida's finest beaches, such as Nokomis Beach on Casey Key,Venice Beach and about 15 minutes drive to #1 beach in US, Siesta Beach in Sarasota,. You'll find this neighborhood to be quite serene and peaceful. Book today to start making memories at The Pineapple Escape.

4.92 out of 5 average rating, 131 reviews

Spacious 2 Bedroom Home | Near Beach | Heated Pool

This beautiful home just minutes from the beach offers 2 spacious king bedrooms, a queen sofa bed in the large open living area, and a full kitchen ready for entertaining. Gather your family around the dining room table for food and games and then relax on the lanai or have a float in the pool. The hosts provide Margaritaville frozen concoction machine, 2 bicycles, beach chairs, beach towels, shark tooth tools, and more.

4.97 out of 5 average rating, 351 reviews

A stunning pool area is surrounded by lush greenery and tropical plants. A prominent rock feature with multiple waterfalls is visible, providing a serene focal point in the outdoor space. The vibrant blue water complements the natural elements, creating a tranquil retreat.

Island in Sarasota

JULY AVAIL! Sarasota #1 Luxury Villa w/PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

4.95 out of 5 average rating, 452 reviews

A decorative table is displayed with a patterned tablecloth, featuring a stylish lamp and a small statue. An art piece hangs on the wall, depicting a simple bag. Various decorative items, including a book and a small decorative object, are arranged on the table.

Flat in Englewood

Oz Cottage 2.9 m beach

The Oz Cottage room apartment is funky with all kinds off nooks and crannies! Walking distance to Lemon bay for beautiful sunsets. Great restaurants with outdoor dining and music on Dearborn St. Tennis courts, wonderful Library and a nice park are all within walking distance. 2.9 miles to Englewood Beach

Popular amenities for Laurel rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A tranquil heated swimming pool is enclosed by a screened patio, with clear blue water reflecting the sky. Surrounding palm trees add a touch of tropical greenery, while a shaded seating area is visible in the background, creating an inviting outdoor space for relaxation.

4.97 out of 5 average rating, 116 reviews

Venice Getaway 3 bedrooms, private heated pool

A relaxing outdoor space features a sparkling swimming pool surrounded by lounge chairs with red and white stripes. Tall palm trees stand nearby, adding a tropical touch, while serene water views and lush greenery are visible in the background.

4.91 out of 5 average rating, 79 reviews

Oceanfront Home with Heated Pool in Fishers Haven

The swimming pool with a panoramic view showcases clear blue water beneath a screened lanai. Sunlight filters through the structure, reflecting off the surface. A serene lake is visible in the background, framed by lush greenery and clouds in the sky.

4.94 out of 5 average rating, 97 reviews

Venice Florida Stunning Lake Front Oasis!

4.56 out of 5 average rating, 36 reviews

Private Retreat! Indoor HeatedPool/Spa! Near Beach

4.93 out of 5 average rating, 14 reviews

Quiet Peaceful Community! Minutes to Beaches!

A serene pool area is surrounded by lush greenery and palm trees. A vibrant inflatable in the shape of a dog floats in the clear water. Comfortable lounge chairs are positioned nearby, inviting relaxation under the sunny sky.

5 out of 5 average rating, 22 reviews

Tropical Bliss | Lush Garden Poolside Retreat

4.83 out of 5 average rating, 54 reviews

Lake, Trees, Near Beach, with Private Heated Pool!

A close-up view of delicate white flowers is presented in the foreground, while a serene heated pool is visible in the background. Sunlight reflects off the clear water, with a hint of colorful pool floats resting on the surface in a well-maintained outdoor space.

4.93 out of 5 average rating, 103 reviews

Modern 3-Bedroom Home with a New Pool

Apartment rentals with a pool

4.9 out of 5 average rating, 136 reviews

The living area features a light-colored sofa complemented by an orange accent chair. A coffee table sits on a textured area rug, while wall art adds color to the red accent wall. Glass doors open to a view of outdoors, surrounded by greenery.

Apartment in Sarasota

Sunny 2nd-Floor Condo w/ Heated Pool | 1BR

A living area features a comfortable green sofa complemented by a lamp casting a warm glow. A white wicker chair adds a coastal touch, positioned beside a small white table. Light wooden floors extend across the space, with soft wall art and a wall-mounted TV enhancing the environment.

4.83 out of 5 average rating, 261 reviews

Cozy 1BR Beach Condo on Siesta Key!

A spacious bedroom features a modern white bed with plush pillows and a decorative brown pillow. A mirrored closet reflects the elegantly decorated space, which includes a stylish bedside table and soft lighting from a lamp. Natural light filters through the vertical blinds.

4.92 out of 5 average rating, 114 reviews

The Honeymoon Suite on Siesta Key Beach

A comfortable living area features a neutral sofa with decorative cushions, flanked by two bedside tables with lamps. A piece of wall art depicting a beach scene adds a calming touch, while a ceiling fan provides overhead cooling. Natural light is visible through an open doorway.

4.92 out of 5 average rating, 264 reviews

Siesta Key Beach Gem—Pool | Private Beach | Fast W

A private patio with a round wooden table and two chairs overlooks a manicured lawn leading to the beach. Palm trees sway gently beside the outdoor seating area, offering a serene view of the Gulf waters in the background.

4.97 out of 5 average rating, 362 reviews

On the Beach; Siesta Key SunBum Studio

4.82 out of 5 average rating, 123 reviews

Apartment in Lido Key

LIDO KEY 1 BR/1Bath Heated Pool 16

Apartment in Longboat Key

A screened lanai offers poolside views, with vibrant orange and blue chairs positioned to enjoy the scenery. Lush greenery borders the area, while palm trees sway in the gentle breeze. Glimpses of the Gulf of Mexico and a heated pool are visible through the railing.

4.9 out of 5 average rating, 206 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Apartment in Longboat Key

A dining setting on a patio table showcases a plate of breakfast foods, including a toasted bagel, fruit, and a drink. Soft, rolled towels are stacked nearby, with a view of the beach and pool visible in the background.

4.98 out of 5 average rating, 223 reviews

Sun-Kissed Memories!

Other holiday rentals with a pool

The exterior of the single-family home is highlighted by a well-maintained lawn featuring lush green grass and various plants. A spacious patio area is visible, with a large window allowing natural light into the house. Solar panels are installed on the roof.

4.86 out of 5 average rating, 14 reviews

Best house in Nokomis Florida!

4.5 out of 5 average rating, 4 reviews

Flat in Venice

cozy condo on the beach

A spacious living area is depicted with light-colored tiles. Two sofas, adorned with aqua and gray decorative pillows, face each other. A glass coffee table sits in between, and two lamps provide ambient lighting. A dining area with a circular table is visible in the background.

4.88 out of 5 average rating, 73 reviews

La Villa des Pins

A dining table is set with elegant glassware and neutral tableware. A decorative figurine of a crane stands between two tall candlesticks, with a soft ocean view visible through the screened lanai in the background.

4.92 out of 5 average rating, 90 reviews

Siesta Key Oasis with Gulf Views

5 out of 5 average rating, 16 reviews

An updated kitchen features sleek white cabinetry and modern stainless steel appliances. A spacious island provides additional counter space. Stylish lighting fixtures hang from the ceiling, while a decorative mirror and lamp enhance the room's design. Subtle textures and finishes add to the contemporary feel.

Apartment in Venice

Location! Gulf Condo @ S. Jetty 30 day minimum

5 out of 5 average rating, 49 reviews

Villa in Sarasota

Siesta Villa

5 out of 5 average rating, 16 reviews

The exterior of the condo is shown, featuring a spacious deck surrounded by palm trees, with an umbrella providing shade. Large windows offer a view into the interior space, and ample outdoor seating is visible. A concrete path leads through the outdoor area.

Flat in Sarasota

Cozy Condo in Siesta key with boat dock

A heated pool surrounded by tropical greenery highlights the outdoor space. A stone walkway connects the pool to the lush plants, creating a serene oasis. Sunlight reflects on the water, enhancing the setting for relaxation and outdoor gatherings.