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.

4.88 out of 5 average rating, 216 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).

LocationValueLayout

5.0 out of 5 average rating, 13 reviews

Saltwater Oasis

Welcome to your dream vacation home, where the tranquility of a private saltwater pool meets the convenience of a prime location, just minutes from Nokomis Beach, Legacy Trail and Siesta Key, the USA's #1 Beach. This home offers the perfect blend of comfort, style, and relaxation for your getaway. Our home even features a King sized master bedroom equipped with a sleeper sofa, ensuring young children can stay close to their parents. This is your haven for creating unforgettable memories.

FamilyLocationPool

4.96 out of 5 average rating, 181 reviews

A pool area is enclosed by a screened patio, featuring a curvilinear pool with clear water. Lounge chairs and a vibrant red umbrella are positioned beside the water. The home’s large windows offer views of the surrounding outdoor space.

Home in North Port

Beautiful & Cozy Pool Villa in Sarasota County, FL

Welcome to our home! It’s our pleasure to host you! Your family & friends will be close to everything when you stay at this centrally-located place: shopping, dining, beaches, entertainment, Warm Mineral Springs, Aquatic Center, etc. This charming house located in a beautiful & quiet neighborhood, tastefully furnished & decorated, fenced for your privacy & perfect for making memories with family & friends. Plenty of amenities to make your stay as comfortable as possible. Great location.

ValueFamilyBathroom

Hotel room in Venice Beach

4.88 out of 5 average rating, 290 reviews

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

LocationFamilyCondition

A spacious covered lanai features woven seating and a dining table, providing an inviting space for relaxation and outdoor dining. Three overhead fans enhance airflow. The backdrop reveals a landscaped pool area through large screened windows, with sun loungers positioned beside the heated pebble tech pool.

4.95 out of 5 average rating, 91 reviews

Tropical Pool Paradise - Minutes from the Beach!

Welcome to your own slice of paradise! This beautifully updated and completely eco-friendly and HEATED pool home in a quiet neighborhood is the perfect setting for your relaxing Florida vacation! You will love the privacy of this home overlooking tropical landscape vistas from the large covered lanai and solar heated pool welcoming you to your PRIVATE OASIS. You will enjoy easy access to our gulf coast beaches just minutes away. Beautiful Nokomis public beach is a 7 minute drive away.

LocationFamilyParks

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.

4.93 out of 5 average rating, 137 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.

LocationFamilyBathroom

The heated saltwater pool is surrounded by a spacious patio area featuring lounge chairs and shaded seating. Lush greenery and fencing provide privacy, while the pool's surface reflects shimmering water patterns under natural light.

4.91 out of 5 average rating, 109 reviews

"Starfish" at The Shore Beach Houses Resort

All new inside, this beautiful side by side duplex is separated for complete privacy with fences on the front and back patios. It's twin neighbor (The Jellyfish) can be rented also, and the doors opened up inside and outside to make this a 4-bedroom 2 bath home. Friends and larger groups can hang out together if they choose. Enjoy the heated saltwater pool, complimentary use of floaties, toys, beach chairs, coolers, & beach towels. Nokomis beach & restaurants within walking distance.

ValueFamilyAccuracy

4.93 out of 5 average rating, 404 reviews

Heated&Renovated Pool•Beach Retreat•15m to Siesta

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.

FamilyLocationHot tub

A heated pool is surrounded by lush tropical plants and palm trees, offering a relaxing atmosphere. Adjacent to the pool, a tiki bar provides seating for several guests, complemented by a flat surface for refreshments. The area is enhanced by a well-maintained garden visible beyond the pool.

4.95 out of 5 average rating, 110 reviews

Tiki Oasis 3bed on .6 acre paradise 5 min to Beach

Relax with the whole family at this peaceful place to stay. Enjoy 2 master suites with 3 bedrooms and 3 bathrooms. A 5 min drive to Nokomis beach or downtown Venice, and walking distance to legacy trail, tennis courts, and playground in Nokomis park. Fast 500GB up/down internet speed around the property, Tiki bar nestled next to a heated pool and spa ( adtnl charge for spa). Fully stocked kitchen, beach-ready with cooler chairs umbrella wagon, and toys. 4 smart tvs

LocationValueWalkability

5.0 out of 5 average rating, 5 reviews

Luxury Canal Home | Pool, Spa & Dock Near Beach

This newly available, beautifully decorated 2,700+ sq. ft. private pool/spa home is just 1.8 miles from Nokomis Public Beach and perfect for a relaxing vacation. With two king bedrooms and one queen bedroom, the home accommodates up to six adults, ideal for three couples. The spacious, split-floor plan includes a large master suite with direct access to the private saltwater pool and spa, which is enclosed in a screened lanai.

FamilyLocationHospitality

4.95 out of 5 average rating, 109 reviews

A screened-in pool area is presented, featuring a clear blue pool surrounded by stone pavers. Lush greenery and water views are visible through the screen, enhancing the sense of tranquility and connection with nature.

Cottage in Nokomis

New Pool Tropical Waterfront Dock & Optional Boat

Located on a highly desirable street, the house is perched high above Curry Creek offering spectacular water views from every room. The property includes a boat ramp to avoid the public launch. Three kayaks (two tandems and one single). Two miles from Nokomis Beach and only half a mile from The Legacy Bike Trail. You can do so many fun things, or just have a drink on the dock and watch the manatees. Pet Friendly

LocationValueAccuracy

4.98 out of 5 average rating, 126 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

FamilyValuePool

Popular amenities for Laurel rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

Superhost

Home in Gulf Gate Estates

4.89 out of 5 average rating, 107 reviews

Beachy Cottage close to Siesta | 3 Bed | Huge Pool

ValueFamilyBack garden

4.84 out of 5 average rating, 239 reviews

The exterior of a spacious home features a light-colored facade framed by lush, mature palm trees. A manicured lawn extends in front, and large windows offer a glimpse of the inviting interior. The roof exhibits a gentle slope, contributing to the overall elegance of the residence.

Home in Englewood

Manasota Beach Home w/Pool. Steps To The Beach

LocationValueLaundry

A screened-in heated pool area is featured, reflecting clear blue skies and fluffy clouds. Comfortable outdoor seating is positioned beside the pool, complementing the serene atmosphere. The pool area is framed by a spacious deck, enhancing the overall inviting design.

4.85 out of 5 average rating, 129 reviews

Perfect Getaway 3bd/2bth Private Heated Pool

LocationFamilySleep quality

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.

4.99 out of 5 average rating, 74 reviews

The Pineapple Escape

LocationFamilyDecor

4.99 out of 5 average rating, 89 reviews

An outdoor area is showcased featuring a wooden pergola above a dining table with four chairs. A geometric-patterned rug extends under the table, and a pool is visible nearby, surrounded by greenery. Sunlight filters through the trees, illuminating the inviting space.

Home in Venice

Venice Island Home w Heated Pool

LocationFamilyPets

4.9 out of 5 average rating, 10 reviews

Modern Pool Home in Nokomis

FamilyValueAir conditioning

A spacious pool area is surrounded by a screen enclosure, offering a clear view of the turquoise saltwater pool. The patio features a few lounge chairs and a table, with a grassy backyard visible through the enclosure, enhanced by the natural light streaming in.

5.0 out of 5 average rating, 14 reviews

Nokomis Serenity Oasis

FamilyLocationDecor

4.94 out of 5 average rating, 31 reviews

Beautiful Waterfront House, Pool, 7 Min to Beach

FamilyLocationHospitality

Apartment rentals with a pool

4.96 out of 5 average rating, 111 reviews

Apartment in Venice

Vintage Villa 35 | Steps to Beach | Pool

FamilyLocationShared spaces

Apartment in Gulf Gate Estates

A cozy living area features a blue sectional sofa accompanied by decorative pillows and a side table with a lamp. A wall clock adds a modern touch, while large sliding glass doors offer views of the outdoor space. A dark blue accent chair complements the scene.

4.89 out of 5 average rating, 195 reviews

Lake View 1BR Condo | Heated Pool Near Siesta

LocationValueHospitality

Superhost

A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

Apartment in Siesta Key

4.88 out of 5 average rating, 146 reviews

Crystal House on Siesta Key Beach

FamilyLocationAmenities

4.86 out of 5 average rating, 190 reviews

Apartment in Venice

Beach Studio 55

ValueLocationSolo travel

4.96 out of 5 average rating, 160 reviews

A bright and airy living space features a modern sofa facing a sleek coffee table. The open kitchen is visible in the background, showcasing white cabinetry and bar seating with stylish stools. Light fills the room through large windows, enhancing the spacious feel.

Apartment in Sarasota

Your Modern Beachside Getaway!

LocationValueShared spaces

4.85 out of 5 average rating, 110 reviews

The exterior of the condo displays a modern design with a light color palette. Palm trees are positioned around the landscaped area, and two garages are visible, along with a walkway leading to the entrance. The sunny sky enhances the welcoming appearance of the property.

Apartment in Siesta Key

Comfy Siesta Key Condo

LocationFamilyView

4.96 out of 5 average rating, 224 reviews

A serene lanai view features a dining table with chairs overlooking the community pool. Lush palm trees frame the scene, while sunlight reflects off the water's surface. A doorway is visible, leading to the interior of the condo.

Apartment in Sarasota

Gateway to Siesta Key - 1/2 Mile to the Beach

LocationValueHospitality

4.88 out of 5 average rating, 175 reviews

A modern living area showcases a comfortable sectional sofa and armchair, complemented by a wooden coffee table. A large flat-screen TV is positioned on a media console. Natural light floods the space through sliding glass doors that lead to a balcony, enhancing the open feel.

Apartment in Siesta Key

Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything

ValueFamilyHospitality

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.

4.87 out of 5 average rating, 23 reviews

Best house in Nokomis Florida!

FamilyLocationQuiet

4.91 out of 5 average rating, 43 reviews

A resort pool is surrounded by palm trees, with lounge chairs arranged along the edge. The water reflects vibrant colors from the sunset sky, creating a serene environment. Umbrellas can be seen providing shade, complementing the peaceful ambiance of the resort.

Cabin in Nokomis

Royal Coachman Resort - bay oasis near beach

ValueLocationDecor

4.87 out of 5 average rating, 45 reviews

Pets, Plunges & Peace on the Gulf of Mexico

LocationValuePool

Superhost

4.79 out of 5 average rating, 14 reviews

Sea Glass Serenity, 3+2, Nokomis Beach, Pool

LocationFamilyOutdoor spaces

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.

5.0 out of 5 average rating, 70 reviews

Tropical Oasis Pool Home 1 mile to the Beach

FamilyLocationCheck-in

5.0 out of 5 average rating, 55 reviews

Home in South Venice

Morning Side

FamilyLocationCleanliness

4.95 out of 5 average rating, 19 reviews

Home in Venice

Private Pool Oasis Just 2 Miles to Venice Beach

LocationFamilyGetting around