
House holiday rentals in Downtown Sarasota
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Top-rated house rentals in Downtown Sarasota
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[The Bay St. Hideaway]Private Swimming Pool& Patio
Welcome to Bay Street Hideaway VR24-00156 A beautiful home to make your next family vacation the best one yet! The whole group will enjoy easy access to everything from this centrally located place. The patio fenced in backyard with a private HEATED pool provides a quiet and peaceful area if you want to avoid the crowds.The house is a 2 story completely furnished with 4 bedrooms and 3.5 bathrooms. TV's are provided in the living room, a few bedrooms, and lounge area upstairs. 3 E-bikes included

The Sweet Spot! Walk to DT & Free Trolley to Beach
Looking for the Sweet Spot in Sarasota? Look no further! This artistically updated cottage, nestled in the quiet, historic downtown neighborhood of Laurel Park is a just a short walking distance to some of the best downtown dining, shopping, arts venues and the renowned Selby Gardens. Take the free Breeze Trolley to Siesta Key and Lido beach. Relax in the private outdoor courtyard. It's is the perfect place for a couple's getaway, a family vacation, or a long term stay. So book now and welcome!

Updated Ranch Near Beaches/Downtown - Pet Friendly
Updated cozy home with all new furnishings and appliances. 2 bedrooms 1 bathroom with an eat-in kitchen, sun room, and comfy living room. Stream shows or work virtually with our high-speed Wi-Fi. Grab the provided beach chairs, umbrella, and cooler to enjoy Lido or Siesta Key Beaches, both within a short drive. Wind down & grab drinks/dinner in downtown Sarasota or relax in the fully fenced private backyard. Enjoy several nearby golf courses, or catch Orioles spring training at Ed Smith Stadium

5 Star! Walk/Bike DTN ~ 5 mi to Lido Beach Pets Ok
Bright & Comfy Downtown Home | Walk to Main St, Near Trolley to Lido Beach & St Armands. Centrally located in a quiet downtown neighborhood along the Legacy Bike Trail & Payne Park, this updated 3BR/2BA home is clean, cozy, and filled with coastal charm. Enjoy a screened-in lanai, a large, fenced backyard, WiFi, Smart TV with YouTube TV, BBQ, beach gear, washer/dryer and carport. Pets welcome! Prime Location: 1 mi to Main St dining. 2 mi to waterfront dining and boat tours. 5 mi to Lido Beach.

Sunshine House, near Downtown, Legacy Trail, Beach
Great location! This is a family friendly home, close to downtown and beaches, with a pool, fenced yard, and a large, screened porch for lounging and having meals outside. Close to all the great things Sarasota has to offer- museums, gardens, theaters, shopping, Sarasota Bay, and beaches. The house is 1.5 miles from downtown, 10 min to St. Armands, 15 min to Lido Beach, and about 20 min Siesta Key Beach. One dog considered with a fee. Children must be supervised at all times in the pool area.

Modern, Bright Downtown SRQ A-Frame West of Trail
Enjoy this bright, newly renovated unique pool home on a street with mostly waterfront homes featuring 4 beds & 3 baths, office area options, loft reading nook, Bosch appliances, bedroom skylights, artful light fixtures and fully fenced with heated pool. Central to & minutes from Siesta Key, St. Armand's Circle/Lido Key, downtown. Walk to the Sarasota Arts Museum, grocery, Southside and downtown Restaurants & shops, Selby Botanical Gardens, Bayfront Park, & Marina Jack. VR24-00157

Mid-Century Circus Charm Near Downtown Sarasota
Retro circus romance & mid-century style near downtown Sarasota. ✅ Main Street, Downtown Sarasota 2 miles - 6 mins ✅ St. Armand’s Circle: 4.5 miles - 15 mins ✅ Lido Key Beach 5 miles - 15 mins ✅ Siesta Key Beach: 6 miles - 18 mins ✅ Downtown Bradenton 12 miles - 25 mins ✅ Bradenton Beach 14 miles - 30 mins ✅ Casey Key 16 miles - 30 mins ✅ Airport: Sarasota–Bradenton International Airport 6 miles - 12 minutes

Modern 4BR Home *Heated Pool & Spa*
Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. VR24-00265

*Downtown home 10min. drive to beach; walk DT*
In the heart of Gillespie Park, this bright & spacious home is a 10 min. drive to Lido Beaches and within walking distance to downtown shops, grocery, farmer's market, opera house, restaurants, bars, live music, tennis, parks, antique shops and performing arts. Old Florida bungalow on the outside, inside, it's updated with new appliances and bathrooms. A banyan tree offers private, shady repose on the back deck w/grill and dining area. Message me for room availability.

Luxury Home Near Downtown & Siesta Key Beach
Escape to this serene and spacious 3BR/2BA house on a peaceful, traffic-free street. With its high-beamed ceilings and charming details, this property exudes luxury and comfort. Discover the nearby attractions, with Siesta Key Beach just 7 miles away, Lido Beach only 6 miles away, and Downtown a mere 2.5 miles away. Start your day on the lanai with the cup of coffee before heading out to explore the shops and restaurants located just a 7-minute drive from the property.

The Blessing House- Htd Pool/Spa, Close to Beaches
Welcome to The Blessing House! This home has been beautifully renovated, designed & curated for you to be rejuvenated, relaxed & inspired during your stay. You will love the heated pool & spa, the spacious lanai with plant wall, the fresh and bright design, and the amazing location of this house. The Blessing House is only a 15 min drive to Lido Key Beach & Siesta Key Beach, tons of shops & restaurants and the lovely Arlington Park is only about a 7-10 min walk away.

Sarasota central home near beaches.
Enjoy a stylish experience at this centrally-located home. Minutes away from SRQ airport, a 10 minute drive to downtown Sarasota and 15 minutes to Lido Beach. The perfect getaway surrounded by nature on a large private property with a designated work space. Open concept floor plan to enjoy cooking, dinners and movie nights with your loved ones. Exceptional interior design through out the home with warm touches to give you a relaxing and pleasant stay.
Popular amenities for Downtown Sarasota house rentals
House rentals with a pool

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Family Friendly w/Free Heated Pool Near Beach

Downtown Sarasota Oasis w/ Heated Pool!

Heated saltwater pool near Siesta and Downtown

Private Siesta Beach House Oasis with Heated Pool.

Living The Dream: Heated Pool + Mini Golf +Swings

The Wisteria Oasis W/swings, heated pool & hot tub

Rhodes Retreat - Beautiful Pool and Backyard Space
Weekly house rentals

Walk to Marina and Downtown. Fire Pit Yard

Getaway by Ocean/Downtown - Game Room - 6 Beds !

Beautiful Historic House in Downtown Sarasota, Wal

Tropical Retreat w/ charming garden near downtown

Charming Downtown Sarasota Stay

Resort | Pickleball, Basketball, Mini Golf + Pool

Poolside Oasis | NEWLY Remodeled | Fully Fenced

Gem in Laurel Park: Newly Remodeled, Near Downtown
Private house rentals

Paradise on Prospect w/ Htd Saltwater Pool

Sarasota's Luxury Oasis

Birdie Bungalow - Paradise SRQ

Walk to Bay & DTWN, Lido Beach/St. Armand's 3.9 mi

Cottage On Lime - Downtown Sarasota

New Roaring Twenties Bungalow in Laurel Park

Designer Home Minutes to Downtown Hot Tub & 4 bdrm

Private Heated Pool Retreat for Two Families
When is the best time to visit Downtown Sarasota?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $306 AUD | $318 AUD | $347 AUD | $308 AUD | $220 AUD | $238 AUD | $238 AUD | $217 AUD | $202 AUD | $235 AUD | $259 AUD | $295 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about house rentals in Downtown Sarasota

Total holiday rentals
Explore 50 holiday rentals in Downtown Sarasota

Nightly prices starting at
Downtown Sarasota holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 2,240 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Downtown Sarasota holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Downtown Sarasota rentals

4.9 Average rating
Downtown Sarasota stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Pet-friendly rentals Downtown
- Fitness-friendly rentals Downtown
- Rentals with a washing machine and dryer Downtown
- Rentals with outdoor seating Downtown
- Condo rentals Downtown
- Apartment rentals Downtown
- Rentals with a fire pit Downtown
- Rentals with a patio Downtown
- Rentals with a hot tub Downtown
- Family-friendly rentals Downtown
- Rentals with pools Downtown
- House rentals Sarasota
- House rentals Sarasota County
- House rentals Florida
- House rentals United States
- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Coquina Beach
- Anna Maria Island Beach
- Turtle Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Caspersen Beach
- Cortez Beach
- Sand Key Beach
- Tampa Convention Center
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club




