Holiday rentals with a pool in The Meadows

Pool house by the bay

Come stay in our beautiful, Mid-Century Modern, light drenched home just one block from the bay with a private pool. The private yard is surrounded by lush landscaping & the pool is the perfect place to cool off on hot afternoons. The house is spacious & minimally decorated with finds from our world travels. We've recently replaced the bed and the neighborhood is quiet and easy to explore on foot. Note: this is our home, so please expect a warm lived in feel in the space, not that of a hotel.

Water view condominium in a beautiful community

You will love the beautiful views this condo has to offer. Combo dining room/living room opens up to a fully screened lanai with tranquil water view on the golf course and the community pool/deck area only steps away. The Meadows is located close to downtown Sarasota, minutes from University Town Center Mall, short drive distance to the beautiful Golf coast beaches. With 1650 acres, The Meadows is home to an abundance of canopied oaks, over 85 lakes and waterways, and 14 miles of trails.

Pool Courtyard, patio w/ fire pit, 2 mls downtown

Enjoy this unique courtyard-style Spanish colonial home just steps to Sarasota Bay and 2 miles from downtown. The property consists of a 2 bed / 1 bath main house AND a detached studio. Everything pictured is yours to enjoy, nothing is shared. The houses are separated by a quaint & private pool courtyard w/ outdoor shower. Capture a photo of the local peacocks, eat fresh mangos from the yard, catch a sunset over the bay, or enjoy the sun by the pool listening to the Zen fountains.

Citrusy In Sarasota

Your family will be close to everything! This charming 1-bedroom, 1-bath apartment offers the perfect blend of comfort, convenience, and Sarasota living. Situated just a short drive from the beach, you'll enjoy the calming sounds of the ocean and the ease of access to sand and surf. Close to Benderson rowing park and UTC Mall. The vibrant shopping scene and trendy cafes are also nearby, making this an ideal location for those who love both relaxation and activity.

Coastal Retreat 3/2 Near Beaches & Downtown

This beautifully decorated home with resort style amenities is centrally located in Sarasota and is overlooking a gorgeous pond with a fountain. It includes spacious 3 bedrooms and 2.5 bathrooms with the open concept layout and contemporary coastal interior design . Conveniently located near Sarasota's most sought-after destinations! Nestled in close proximity to the pristine, award-winning beaches, vibrant Downtown Sarasota, and the bustling UTC Mall.

Coastal Getaway *With Bikes & NEW Saltwater Pool*

Just outside of Downtown near the Legacy Trail, this home is located in a quiet neighborhood only 15 minutes from the Siesta Key Beach. The home stands out with its bright and airy design, brand new saltwater pool in the private backyard, and its breezy living room. The large master bathroom rain shower is perfect to wash off the leftover sand from the beach. You can also spend your evenings grilling out back or playing corn hole in the patio area.

Maggie's Hideaway

This adorable little bungalow is hidden away in one of Downtown Sarasota's oldest historical neighborhoods and only a couple miles from Sarasota Bay and surrounding beaches. Beautiful Lido Beach is only five miles west, Siesta Key is seven miles southwest, with Benderson Park being only seven miles east. Fabulous shopping and world class dining is plentiful in this downtown community. There is plenty to see and do in Sarasota - Come see us!

Heated Pool 3bdr 2bth Close to Downtown

Freshly remodeled home as of 2021, Great for family vacation. Amazing location right in the middle of town, no more than a ten minute drive to the incredible attractions. Easy drive to the #1 beach/Siesta beach world famous for its astonishing clear waters and impeccable views. This home has a private entrance with a heated outdoor pool. We are also pet friendly/dog. Small dog only, under 15 pounds, pet fee required.

Beaches, Shopping, Sculling-Sarasota is calling!

Escape to this 3BR, 2BA Sarasota retreat in a quiet neighborhood, just minutes from UTC Mall, Nathan Benderson Park, and a short drive to award-winning beaches. Sleeps 6 comfortably with a bright open layout, fully equipped kitchen, and cozy living spaces. The highlight is the private heated saltwater pool, perfect for relaxing after a day of shopping, dining, or beach adventures. Your Sarasota getaway starts here!