Holiday rentals with a pool in Laurel

5 out of 5 average rating, 116 reviews

An expansive backyard features a private heated pool, surrounded by lounge seating and a well-maintained putting green. Softly glowing twilight casts a warm hue over the space, framed by lush greenery and a serene atmosphere.

Home in Bellevue Terrace

Living The Dream: Heated Pool + Mini Golf +Swings

BNB Breeze Presents: Living The Dream! From the swings at the dining room table and the neon sign, to the moss wall and the private putt-putt course, Living the Dream is fully loaded and is the ultimate luxury vacation home! Located just 15 minutes away from both Lido Key and Siesta Key Beach, the stay includes: ✔ Backyard Putt-Putt Course ✔ Saltwater Heated Pool - heated at NO extra cost from Nov 21 - April 1st ✔ Super Kid Friendly ✔ Jura Espresso Machine ✔ 65" Frame TV w/ Youtube TV Included

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, 196 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).

4.97 out of 5 average rating, 34 reviews

Right on the bay! Heated pool! King bed

Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. You will have whole house except two rooms which will be locked and no one will be there. One bedroom with a king size bed and sleeping sofa in the family room (if more than two guests coming). Full size kitchen, two family rooms, pool and gorgeous view on the salty bay for nature lovers.

5 out of 5 average rating, 11 reviews

Casey Key, Gulf Coast Gem, 4 Bedroom Private Pool

Bright and Sunny Gulf Coast Getaway, Welcome to Gulf Dream, property offers 4 bedrooms, 2 full bath rooms a washer and dryer as well as plenty of room to enjoy the screened in Lanai and in ground pool, located in a quiet serene Casey Key neighborhood, Ocean breezes, and lots of sunshine, and various fruit trees this property is located just minutes from Venice Beach ( Shark Tooth Beach) 9 minutes, Nokomis Beach, (Just 8 minutes) and Siesta Key Beach (12 minutes away) #1 Beach in the USA

4.87 out of 5 average rating, 259 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

5 out of 5 average rating, 4 reviews

Coastal Haven 3BR/2BA Beach Home

Experience the perfect beach getaway at our newly renovated 3-bedroom, 2-bathroom vacation rental. Just minutes from the sandy shores, this charming home offers the ideal blend of relaxation and convenience. Unwind in your private backyard oasis, featuring a sparkling pool—perfect for cooling off on warm days. Located just a short drive from the beach, Coastal Haven combines modern comforts with the charm of coastal living. Book your stay today and make unforgettable memories by the sea!

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.

4.93 out of 5 average rating, 68 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.

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, 128 reviews

Sunny Getaway/Beautiful House/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.

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, 56 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.

A large swimming pool is surrounded by lush palm trees and comfortable lounge chairs arranged around the deck. A thatched-roof gazebo and a blue umbrella provide shaded areas for relaxation, while the calm water reflects the vibrant greenery and clear sky.

5 out of 5 average rating, 10 reviews

Bright & Airy Coastal Getaway

Welcome to your perfect coastal escape! This charming home nestled in a resort community on beautiful Dona Bay has everything you need for relaxation and fun. Comfortably sleeps 4 guests, with a queen bed in main bedroom and a queen size futon on enclosed lower lanai. Less than 10-minute drive to the beach and 5-minute bike ride to Legacy trail. Whether you're seeking peaceful days by the water, active fun in the sun, or simply a cozy retreat to unwind, this home offers it all.

4.72 out of 5 average rating, 293 reviews

A screened outdoor area features a shaped pool and a hot tub. Sun loungers sit along the edge, and a large umbrella provides shade over a seating area. The space is surrounded by greenery, contributing to a serene environment.

Guest suite in Sarasota

Prvt entry Suite-2nd Fl HotTub/pool & beach items

This location is * 8.6 * miles from Siesta Key Beach 18-22 min drive Entire upstairs private in-law suite sleeps (4) people (king bed & queen pullout couch) w/ bathroom, & kitchenette. We live on the property AND have a ADDITIONAL UNIT which is located directly below this room for rent. Shared areas for all guests are pool/hot tub, patio, and garage areas. The pool/hot tub operate within hours listed. The “stove” listed is a hot plate wi the three burners.

4.91 out of 5 average rating, 106 reviews

The heated pool is enclosed by a screened lanai, surrounded by lush trees. A pink flamingo float is situated in the clear blue water, offering a playful touch. The serene canal view is visible beyond the pool area, enhancing the relaxing environment.

Home in North Port

New & Clean. Heated Pool - 2 Masters - 3BR 3Bath

Brand New House. 3BR, two of which are spacious master bedrooms, 3 full baths. Huge screened lanai w/heated pool that backs up to a beautiful canal. Hall bathroom leads to the outdoor pool. This stylish pool home includes; modern interior design, new furniture. Everything is NEW! Fast-Wifi, pool toys, beach supplies, 3 large TV's, ping pong table, darts, office space. Popular beaches within 30-35min and #1 mineral hot spring in USA is 15min away!

Popular amenities for Laurel rentals with a pool

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 111 reviews

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.

Home in Venice

Venice Getaway 3 bedrooms, private heated pool

A heated pool with a curved shape is surrounded by a screened patio, featuring lounge chairs positioned for relaxation. A spacious covered area showcases seating and dining options, with views of lush greenery and wooden fencing providing privacy.

4.97 out of 5 average rating, 254 reviews

Your private retreat near Siesta Key Beach.

A bright pink flamingo float adorns the clear, inviting waters of the heated pool. Two white umbrellas provide shade for the striped lounge chairs nearby. Flower pots add a touch of greenery to the poolside area, which is enclosed by a white privacy fence.

4.93 out of 5 average rating, 106 reviews

Oasis by Siesta Key Beach and Downtown SRQ w/pool

4.93 out of 5 average rating, 374 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

☀Coastal Gem☀Heated pool & amazing location!☀

A vibrant sunset lights up the sky in shades of orange and pink, framed by tall trees that line a quiet street. The silhouettes of palm trees add to the tropical ambiance, while homes are visible in the background, nestled among the lush landscaping.

4.92 out of 5 average rating, 102 reviews

Spectacular Sunsets! 15 min Siesta Key!

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 out of 5 average rating, 62 reviews

Tropical Oasis Pool Home 1 mile to the Beach

A serene view showcases a manicured lawn leading to a calm lake, bordered by palms and grasses. The bright blue sky reflects softly on the water's surface, creating a peaceful outdoor ambiance.

5 out of 5 average rating, 28 reviews

Lake View, 6 Miles From Beach

5 out of 5 average rating, 43 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

Condo rentals with a pool

Aerial view showcasing a sandy beach surrounded by vibrant turquoise waters. Lush greenery is visible along the shoreline, with boats floating in the clear water. The scene captures a serene coastline, inviting guests to explore the natural beauty.

4.93 out of 5 average rating, 207 reviews

Steps away from beach and village! #1 in Siesta!

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.

4.84 out of 5 average rating, 251 reviews

Cozy 1BR Beach Condo on Siesta Key!

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, 345 reviews

On the Beach; Siesta Key SunBum Studio

4.86 out of 5 average rating, 128 reviews

A modern living area features a blue sofa with decorative pillows and a low coffee table. A dining set with white chairs is visible in the background. Bright natural light filters through sheer curtains, enhancing the neutral grey walls and stylish artwork.

Condo in Sarasota

Anchor house +6 min. from Siesta Beach+heated pool

A spacious screened lanai features a circular wooden table surrounded by two wooden chairs with patterned cushions. Potted plants and decorative items are placed on the table. Beyond the railing, palm trees and the vibrant blue of the Gulf coast are visible.

4.92 out of 5 average rating, 116 reviews

Siesta Key Beach Front Condo

4.92 out of 5 average rating, 148 reviews

Condo in Sarasota

Cottage on Siesta Key Beachside & Stunning sunsets

4.98 out of 5 average rating, 203 reviews

A spacious living and dining area features a table set for four with light-colored chairs. A comfortable sofa is arranged against the wall, and large sliding glass doors allow natural light to flood the space, providing views of the nearby lake and greenery.

Condo in Bradenton

Shorewalk full condo AnnaMaria Beaches IMG

4.99 out of 5 average rating, 162 reviews

Condo in Longboat Key

Silver Sands By the Sea!

Other holiday rentals with a pool

A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.

4.98 out of 5 average rating, 84 reviews

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

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.

4.99 out of 5 average rating, 92 reviews

The Oasis

A well-lit bedroom features a spacious bed with a light-colored bedspread. Two large windows offer views of the outdoors, framed by sheer curtains. A ceiling fan hangs above, providing airflow. A comfortable chair and a dresser add practical elements to the inviting space.

5 out of 5 average rating, 10 reviews

The Palms Away

5 out of 5 average rating, 6 reviews

A spacious outdoor area surrounding a saltwater pool is depicted, showcasing a mixture of paved surfaces and lush greenery. Lounge chairs are arranged next to the pool, while a dining set with an umbrella is positioned nearby. Colorful landscaping enhances the inviting atmosphere.

Home in Venice

Venice Florida Escape

4.96 out of 5 average rating, 25 reviews

Home in Venice

Venice Escape: 3-Bedroom 2-Bath

5 out of 5 average rating, 10 reviews

Place to stay in Venice

Sunshine cottage, ramblers Rest pool, and hot tub!

4.8 out of 5 average rating, 5 reviews

A spacious sleeping area features a large bed with neutral bedding, flanked by two bedside lamps on matching nightstands. A piece of artwork showcasing boats is displayed on the wall, adding a touch of color to the room. Natural light brightens the space through a window.

Apartment in Osprey

Windsor Lodge Unit #15 studio, close to beaches

A private pool is featured within a screened enclosure, surrounded by a patio area. Two white lounge chairs are positioned near the inviting blue water. The exterior of the home is visible in the background, showcasing an open layout and high ceilings.