Pet-friendly holiday rentals in Lakewood Ranch

A spacious living area features a large sectional sofa, offering ample seating. A contemporary chandelier hangs from the ceiling, while a light-colored coffee table sits at the center. In the background, a modern kitchen is visible, accentuated by sleek cabinetry and bright lighting.

4.97 out of 5 average rating, 116 reviews

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool

Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

An inviting outdoor lanai is shown, featuring comfortable seating with colorful cushions. A wooden coffee table holds glassware, while a heated pool glistens in the background, surrounded by lush greenery. The screened area offers a seamless connection to the tranquil outdoor environment.

5 out of 5 average rating, 110 reviews

Heated Pool-Game Room-EV-Near AMI Beaches/IMG!

Enjoy easy living in this updated tropical home! Your private screened lanai is perfect for seamless indoor/outdoor relaxing, with a heated pool and covered dining/lounge area with a 58" outdoor TV! The interior of the home is bright and open with cheerful coastal decor and plenty of room to spread out. We provide everything you need with a well-stocked kitchen, gas grill, game room, beach gear, towels, EV Charger! In a quiet neighborhood with quick access to AMI beaches IMG, parks, and trails!

4.97 out of 5 average rating, 61 reviews

Cottage in Bradenton

River Cottage 2/2 - Kayaks & Huge Deck-Old Florida

Old Florida charm meets peaceful riverfront living at the Lazy Gator Lodge. This unique Braden River getaway features two spacious king en suite bedrooms, an open-concept living area, fully stocked kitchen, massive waterfront deck, & fenced yard perfect for pets. Guests can explore the river by kayak and paddle to local waterfront restaurants and live music spots. Centrally located near Lakewood Ranch, UTC, Bradenton and Sarasota — plus the white sand beaches of Siesta Key & Anna Maria Island.

4.93 out of 5 average rating, 14 reviews

A bright living area features a white sectional sofa adorned with vibrant floral cushions. Natural light floods the space through sliding glass doors leading to a balcony, offering a view of the tranquil lake. A modern coffee table is centered in the room, enhancing the welcoming atmosphere.

Flat in Lakewood Ranch

Party over the par three

Escape to a golfer's paradise in this cozy 2BR/2BA condo, nestled in Lakewood National Golf Club. Overlooking the scenic 14th hole, a stunning par 3, enjoy your private view of the lush fairways and a serene lake backdrop. Fully equipped 2 king beds and a comfy pullout couch for extra guests, this haven offers complete access to premium amenities, including golf, tennis, pickleball, dining, and multiple pools, with a $642 transfer fee. High season requires 2 month rental, Jan/Feb or March/April

5 out of 5 average rating, 114 reviews

Heated Pool Haven | Dog Friendly & Near Beaches

✨ Fully Renovated & Stylish! ✨ Family & Dog-Friendly | Single-Story | Private Saltwater Pool | Secluded Backyard. Enjoy the charm of Sarasota in our completely updated home off University Parkway. Bright, open spaces with new furniture, perfect for relaxation. Features a heated saltwater pool in a private, fenced yard. Close to beautiful beaches—10 miles to N. Lido Beach and 13 miles to Siesta Key Beach. Conveniently located 4 miles from SRQ Airport, ideal for your next memorable getaway.

4.98 out of 5 average rating, 101 reviews

A cozy living area features a light blue wall, with a comfortable white sofa arranged around a neutral-toned rug. In the foreground, a wooden dining table with four chairs provides seating. Natural light enters through a doorway that leads to an outdoor space.

Guest house in Bradenton

Serenity Lake

Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.

An outdoor area features a heated pool surrounded by a spacious deck. Lounge chairs are positioned nearby for relaxation, and a dining set offers seating for outdoor meals. A screened enclosure provides protection from insects while allowing natural light to filter through.

4.92 out of 5 average rating, 130 reviews

Heated 3BR Pool Home Glen Oaks | Close to Downtown

Family-friendly pool home near Bobby Jones Golf Club, perfectly located in the heart of Sarasota. You’re less than 10 minutes from top attractions, dining, and shopping, Downton Sarasota and just a short drive to the world-famous Siesta Beach or Lido Beach. This private home features its own entrance, a heated pool, and a fully fenced backyard—ideal for families and added privacy. We’re pet-friendly too! Comfortable, central, and close to everything—perfect for your Sarasota getaway VR24-00164

The exterior of the residence showcases a single-story house surrounded by abundant greenery. A large tree provides shade in the front yard, while a gravel driveway leads to the garage. Lush grass and colorful plants enhance the inviting entryway.

5 out of 5 average rating, 21 reviews

Secluded 5-Acre Escape

Welcome to your private oasis in the heart of Bradenton, Florida! Nestled on a sprawling 5-acre estate, this charming retreat offers the perfect blend of tranquility and convenience. Whether you’re seeking a peaceful getaway or an adventure-filled vacation, our property provides the ideal setting for your stay. Prepare delicious meals in the fully equipped kitchen, or your perfect outdoor BBQ on the patio overlooking the lush grounds. Unwind your evenings by the fire pit or pool. YOUR CHOICE.

A screened-in private pool area is visible, featuring clear water that reflects sunlight. The surrounding yard is spacious and fenced, providing a serene environment for relaxation.

4.96 out of 5 average rating, 27 reviews

Coastal Manor | Heated Pool · Dogs Welcome · LWR

Welcome to Coastal Manor, a refined coastal retreat in Bradenton, FL. This elegant 3BR, 2.5BA home offers a serene escape with a private heated pool, spacious fenced yard, and pet-friendly amenities. Located in Lakewood Ranch just minutes from UTC, Nathan Benderson Park, Premier Sports, IMG Academy and Gulf Coast beaches. It’s the perfect blend of charm and convenience. Designed with a muted coastal cottage vibe, this getaway invites you to relax, unwind, and explore the best of Florida.

5 out of 5 average rating, 3 reviews

Villa in Lakewood Ranch

New Luxury Villa W/ Resort Amenities

Brand-New Villa in Lorraine Lakes – Lakewood Ranch Be the first to live in this stunning brand-new villa. 🛏 3 Bedrooms | 2 Bathrooms 🛋 Furnished with Gorgeous Brand-New Furniture – Move-In Ready! Enjoy access to Lorraine Lakes’ gorgeous amenity center, featuring: ✅ Fitness center ✅ Resort-style pool & splash pad ✅ Pickleball, tennis, and basketball courts ✅ Clubhouse with cafe, social spaces & more 🏖 Only a short drive to world-famous Siesta Key, Lido Beach, and Anna Maria Island.

Apartment in Lakewood Ranch

The living room is designed with a dark sofa and two accent chairs around a glass coffee table. An area rug adds texture to the tiled floor. A large sliding glass door provides expansive views of the surrounding greenery.

4.96 out of 5 average rating, 24 reviews

New unit! Luxury 1st floor condo @ Lakewood Ntnl

Welcome to Piper View at LWN! A modern, two bathroom condo located in Lakewood National Golf and Country Club. It’s a beautiful gated golf club community with lake and green view. The unit overlooks one of two Arnold Palmer golf courses. Enjoy resort style living with access to golf, tennis, pools, spa/salon, gym and outdoor Tiki Bar and restaurant with monthly stays! (See other details) Located by Sarasota near beautiful beaches within 40 minutes, including #1 rated Siesta Key.

The outdoor area features a spacious swimming pool surrounded by lush tropical plants and shaded by a screen enclosure. A hot tub is positioned beside the pool, and the bright blue water reflects the clear sky above.

4.91 out of 5 average rating, 115 reviews

Exquisite modern home with pool - 10 min to beach

A beautiful modern home 10 min to Anna Maria Island and the beach with breathtaking amenities in Bradenton Florida. This 3 bedrooms, 2 bathrooms property is appointed with exquisite finishes and furniture throughout, heating and cooling pool, hot tub, large patio with lounge chair, complimentary bicycles and beach chairs, sonos system, outdoor BBQ and much more. Additional Housekeeping can be provided at an extra cost. Please contact the Property Manager for more information.

Popular amenities for Lakewood Ranch pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

5 out of 5 average rating, 3 reviews

Sarasota Sands Retreat/Pool

A spacious rooftop terrace overlooks a marina filled with boats. Lounge chairs are arranged for relaxation, surrounded by greenery. Outdoor tables are set for dining, with views of water and distant shorelines under a partly cloudy sky.

4.98 out of 5 average rating, 132 reviews

Bradenton Gem | IMG & AMI | King Ste + Beach Gear

A screened patio features a spacious pool, surrounded by a well-maintained outdoor area. Comfortable lounge chairs are positioned along the poolside, with a view of the landscaped yard beyond. Clear skies and sunlight create a bright, inviting atmosphere for relaxation.

4.81 out of 5 average rating, 32 reviews

Warm&Private 3BD 2BA Heated Pool

4.97 out of 5 average rating, 29 reviews

Heated Pool, games, huge yard, pup friendly escape

5 out of 5 average rating, 28 reviews

Peaceful house near river

A distinctive triangular structure features large glass windows, showcasing vibrant lighting from within. The exterior is surrounded by landscaped greenery and decorative white stones, enhancing the inviting appearance. Palm trees and a tidy paved driveway contribute to the overall charm and unique architectural design.

4.95 out of 5 average rating, 241 reviews

Modern, Bright Downtown SRQ A-Frame West of Trail

4.88 out of 5 average rating, 132 reviews

Residence in Sarasota

A covered patio features a hot tub alongside comfortable seating. Lush greenery from the landscaping and trees provides a backdrop, with views of the golf course visible in the distance. Large windows allow for natural light and an inviting atmosphere.

4.97 out of 5 average rating, 34 reviews

7th Fairway IMG Academy’s Golf & Sports Complex

Pet-friendly home rentals with a pool

5 out of 5 average rating, 16 reviews

A private pool area is showcased within a screened enclosure, featuring clear waters and sun loungers. Colorful umbrellas in red and green provide shade, while tall palm plants are arranged around the space. The adjacent home showcases large windows, offering views of the inviting outdoor area.

Home in Arlington Park

Sarasota's Luxury Oasis

Home in Gulf Gate Estates

4.86 out of 5 average rating, 28 reviews

Chic happens 3/2 heated pool 5 min from Siesta

A bright and spacious retreat features a heated pool within a screened enclosure, allowing for outdoor enjoyment. The living area showcases modern decor with ample natural light. The kitchen offers sleek cabinets and countertops, while a cozy sleeping area presents a well-dressed spacious bed for comfort.

4.93 out of 5 average rating, 68 reviews

Pets Are Welcome/ Heated Pool/ Close to AMI

4.92 out of 5 average rating, 378 reviews

Bungalow in Sarasota

Pool & fenced-in yard in downtown edge bungalow

4.96 out of 5 average rating, 27 reviews

Heated Swim Spa / Hot Tub Boho Family Home

A cozy bedroom features a spacious bed adorned with a neutral-toned throw and a vibrant red pillow. Soft lighting from two bedside lamps illuminates the room, highlighting the minimalist decor and warm, inviting tones.

4.95 out of 5 average rating, 21 reviews

Sunset Views & Heated Pool

Home in Downtown Sarasota

4.95 out of 5 average rating, 63 reviews

Serenity Springs | Private Heated Pool + Waterfall

A spacious outdoor area encompasses a heated pool, framed by a screened enclosure. Lounge chairs are positioned alongside the water. Large glass doors provide access to the interior, and comfortable seating is visible under the covered patio area.

4.94 out of 5 average rating, 84 reviews

Memory Lane Cottage

Private, pet-friendly home rentals

A modern kitchen with a spacious island is highlighted, featuring four bar stools. Light wood flooring complements the neutral cabinetry, and pendant lights hang above the island. A large window adds natural light, and a stainless steel dishwasher is visible.

4.76 out of 5 average rating, 45 reviews

Remodeled Bayshore Getaway | Hot Tub + Fire Pit

4.93 out of 5 average rating, 29 reviews

A cozy deck is featured with two chairs and a hammock, overlooking the peaceful landscape. Strings of lights enhance the space, while the sky transitions from blue to dusk. Nearby, views of open fields can be seen, creating a tranquil outdoor retreat.

Cottage in Myakka City

New Country Cottage on Lake Manatee Lakewood Ranch

4.95 out of 5 average rating, 44 reviews

A spacious outdoor area is shown, featuring a grassy lawn bordered by palm trees. The sky is filled with clouds and blue hues, while a section of a white building is visible on the right side. The canal can be seen in the background.

Guest house in Bradenton

Guesthouse on the river

4.94 out of 5 average rating, 33 reviews

An outdoor patio area features a large wooden table surrounded by benches. Lush greenery and potted plants add to the environment. A spacious pool is visible in the background, enhanced by partially shaded areas provided by the roof overhead.

Home in Ellenton

Waterfront Oasis

5 out of 5 average rating, 30 reviews

Home in Sarasota Springs

Sarasota House• Fenced Yard• King Beds• EV Charger

An open living area is showcased, featuring a spacious sectional sofa and a coffee table. A large TV is mounted on the wall, with a stylish media console beneath. A dining table with chairs is visible, illuminated by natural light from the nearby windows.

4.95 out of 5 average rating, 44 reviews

The Lovely Family House

4.97 out of 5 average rating, 36 reviews

A spacious living area is enhanced by a soft colour palette and contemporary furnishings. Two dark sofas are positioned around a light wooden coffee table, with a large TV mounted on the wall. A dining space with a table for four is visible, along with a ceiling fan and decorative lighting.

Home in Sarasota Springs

Sunny 3BR Oasis • Water View • Beach Gear • Siesta

A light-colored leather sofa is accompanied by a matching loveseat, both adorned with decorative pillows. A round wooden coffee table sits at the center, topped with a white bowl featuring a cluster of orchids. Two blue lamps are positioned on side tables framed by controlled lighting from the window.