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, 215 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).

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5 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.

LocationFamilyBeach

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.

4.94 out of 5 average rating, 89 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.

FamilyLocationQuiet

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.

ValueFamilyBarbecue

4.93 out of 5 average rating, 403 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.

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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

ValueFamilyBiking

4.97 out of 5 average rating, 160 reviews

A private pool area features a clear, inviting swimming pool surrounded by a tiled deck. Lush greenery can be seen through the screened enclosure, with large planters at each corner adding a touch of nature to the space.

Home in North Port

Private, beautiful house with a heated pool

Relax with the whole family or a group of friends at this peaceful place in paradise. A beautiful, clean home that can accommodate up to 6 guests. The home is fully remodeled with new furniture. Start your morning with a nice cup of Nespresso by the heated pool and end the night at the jacuzzi in the spacious master bedroom. Located 5 min away from water park(aquatic center) 10 min from the famous Warm Mineral Springs and 25 min from multiple beaches.

ValueFamilyBiking

4.96 out of 5 average rating, 109 reviews

Condo in Venice

Vintage Villa 35 | Steps to Beach | Pool

Welcome to Vintage Villa 35. Just steps from the Gulf in Venice Island’s Golden Beach neighborhood. This bright, design-forward coastal retreat blends beachside ease with thoughtful details throughout. Walk to the sand, then spend your days exploring nearby Sharky’s, the pier, and historic downtown Venice, all just minutes away. Guests also enjoy access to a rare Olympic-sized community pool, a nostalgic nod to the property’s 1950s roots.

LocationValueAir conditioning

The image depicts the exterior entrance of a home surrounded by lush green landscaping. A stone pathway leads to a covered entryway, flanked by manicured shrubs and a small tree, with the garage visible on the right.

4.91 out of 5 average rating, 11 reviews

Near Nokomis Beach • Pool • Bikes • Legacy Trail

Contact us for discounts and availability!!! YES! This luxury 3BR/3.5BA home offers a heated pool & spa, bikes, beach chairs, a workspace, and outdoor dining. Located in a gated community just 5 min to Nokomis Beach, with easy access to the Sarasota Legacy Trail. Includes pickleball, tennis, gym, and clubhouse. Perfect for families, snowbirds, or remote work. Fast Wi-Fi + 2-car garage. Beaches, shopping, and Siesta Key nearby!

LocationFamilyKitchen

4.91 out of 5 average rating, 149 reviews

Home in South Venice

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.

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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

FamilyValueCleanliness

Superhost

A charming cottage features a vibrant pink door and soft blue exterior surrounded by tropical landscaping. Flagstone pathways lead through white gravel and palm trees, with decorative flamingo and parrot sculptures enhancing the welcoming curb appeal.

Holiday home in Nokomis

4.81 out of 5 average rating, 116 reviews

"Sea Turtle" Saltwater Pool, Shore Beach House

The Sea Turtle cottage is one of 5 in this beautiful Resort. This is a private resort with a relaxing vibe and short walk to the beach. We have set up social distancing at the pool for safely. Speaking of sterilization, we are using UV-C Light in each unit after guests leave to make sure it is safe for us and our guests. We also have beach chairs and umbrellas for your use.

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Popular amenities for Laurel rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The entrance of a modern single-story home is showcased, framed by lush green grass and mature trees. A paved driveway leads to a two-car garage. Soft lighting highlights the front entry, while large windows invite natural light into the living area.

4.95 out of 5 average rating, 82 reviews

Luxury Oasis Home 3BR 2Bath with Heated Pool

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Home in Gulf Gate Estates

A screened outdoor area features a heated pool accompanied by a spacious seating arrangement. A dining table with chairs sits shaded under an umbrella, while lounge chairs are positioned nearby. Lush greenery provides a natural backdrop, enhancing the inviting space.

4.95 out of 5 average rating, 164 reviews

Beautifully Remodeled Home with Pool Near Siesta

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5 out of 5 average rating, 5 reviews

Luxury Canal Home | Pool, Spa & Dock Near Beach

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Superhost

4.62 out of 5 average rating, 42 reviews

Private Retreat! Indoor HeatedPool/Spa! Near Beach

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4.87 out of 5 average rating, 45 reviews

Pets, Plunges & Peace on the Gulf of Mexico

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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, 72 reviews

The Pineapple Escape

ValueLocationDecor

5 out of 5 average rating, 15 reviews

Florida Oasis Fully Equipped • 12 Min to Beaches

FamilyLocationDecor

5 out of 5 average rating, 45 reviews

A heated private pool is surrounded by a screened enclosure, providing a serene outdoor space. Lush tropical landscaping and trees create a tranquil backdrop, enhancing the sense of privacy. The pool features a gentle curve and a built-in entry handrail for ease of access.

Home in Osprey

Secluded 3R Pool Home Retreat Near Sarasota

FamilyLocationPets

Condo rentals with a pool

4.96 out of 5 average rating, 223 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.

Condo in Sarasota

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

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4.86 out of 5 average rating, 190 reviews

Condo in Venice

Beach Studio 55

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4.93 out of 5 average rating, 161 reviews

Gulf Views | Walkable | Spacious

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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, 390 reviews

On the Beach; Siesta Key SunBum Studio

ValueFamilyBreakfast

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.

4.88 out of 5 average rating, 146 reviews

Crystal House on Siesta Key Beach

ValueLocationNearby

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.

4.85 out of 5 average rating, 109 reviews

Comfy Siesta Key Condo

LocationFamilyCleanliness

Condo 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, 193 reviews

Lake View 1BR Condo | Heated Pool Near Siesta

ValueLocationParking

4.92 out of 5 average rating, 165 reviews

Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

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Other holiday rentals with a pool

4.97 out of 5 average rating, 91 reviews

An inviting saltwater pool features a connected spa surrounded by well-maintained landscaping. Poolside, two lounge chairs and a small table are positioned for relaxation. The patio is paved with light-colored stones, creating a serene outdoor space for enjoyment.

Apartment in Venice

Indigo at the Beach 21!

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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, 22 reviews

Best house in Nokomis Florida!

LocationFamilyOutdoor spaces

5 out of 5 average rating, 54 reviews

Home in South Venice

Morning Side

FamilyLocationKitchen

5 out of 5 average rating, 12 reviews

Stylish Pool Home 4BR Near Siesta Key "Palm Noir"

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Home in Gulf Gate Estates

A screened lanai showcases a heated pool and spa, surrounded by twinkling string lights. Lounger chairs and outdoor dining furniture are positioned nearby. A grassy area is visible beyond the pool, while a pink inflatable floats in the water, enhancing the serene outdoor setting.

4.99 out of 5 average rating, 80 reviews

Coastal Home in Sarasota-8min from Siesta Key

LocationValueBathroom

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

LocationFamilyGetting around

The outdoor space features a screened-in pool, surrounded by tropical landscaping and a putting green. A barbecue grill is positioned nearby, and several lounge chairs are visible, providing ideal spots for relaxation. The sky is adorned with warm hues of sunset.

4.97 out of 5 average rating, 38 reviews

Intercostal Oasis

LocationValueBeach