
Places to stay near Payne Park
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Top-rated holiday rentals near Payne Park
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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!
4.98 out of 5 average rating, 156 reviews
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
4.95 out of 5 average rating, 195 reviews
Peacock🦚1/2 m Walk to Downtown #TheTropicalNut ☀️🥳👙
You are safe with me!Enhanced cleaning protocol in place- as per Airbnb guidelines. Welcome! Be yourself! A five star stay, guaranteed. You WILL be happy here! Special occasion? My favorite. I like doing special things for special people. Courtyard w/ lounge chairs, tiki bar, pond & cafe seating! Queen bed and a pullout couch with new mattress! A 1/2 m walk to downtown. 1 of 2 upstairs apartments at The Tropical Nut! We aim to please! No-regret-booking! Will consider-if asked-pets of all kinds!
4.94 out of 5 average rating, 397 reviews
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.
4.98 out of 5 average rating, 132 reviews
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. *Brand new pool* VR24-00265
4.95 out of 5 average rating, 198 reviews
Sarasota Rambler | Downtown MidMod Experience
Our mid-century rambler home is located in the charming downtown Sarasota neighborhood of Alta Vista. It features clean and comfortable amenities including 3 bd/2 ba split floor plan with the primary suite on one side of the home. The home is about a 15 minute walk to all of the shops, restaurants and bars on Main Street and Burns Court and the beaches of Lido and Siesta Key are about 4-5 miles away. Perfect location. Sarasota requires minimum 7 nt/7 day rentals. License No. VR25-00106
4.97 out of 5 average rating, 106 reviews
Downtown Garden Studio close to everything
Welcome to my tropical guest house! The original building has been rebuilt and completed in December 2024 to offer a more comfortable experience for my guests. Peaceful and centrally located, ideal for relaxation and easy access to explore historic Sarasota and the beaches. A quick drive, bike or a short walk to downtown Sarasota, Selby Botanical Garden and Pineapple Street antique shops. 1.5 miles to Sarasota Bay. 3.5 miles to St Armands Circle and Lido Beach. 6.5 miles to Siesta Key.
4.95 out of 5 average rating, 165 reviews
Coolest Downtown Neighborhood - Ebikes, Beach Gear
Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.
4.97 out of 5 average rating, 525 reviews
City Garden Cottage
City Garden Cottage is a cozy and comfortable cottage located in the quiet Laurel Park neighborhood in Sarasota, only a few blocks from downtown. The studio is surrounded by lush gardens and trees with a Hot Tub (open Oct-June). Inside, you will find a kitchenette equipped with a coffee maker, toaster, refrigerator, and hot plate. The studio also has a flat-screen TV, a queen bed & private bathroom. There is also shared use a gas grill, fire pit and Hot Tub included with the rental.
4.88 out of 5 average rating, 165 reviews
❤ Villa & Garden in Downtown ~ 5 Min to Beaches
Our bright and contemporary Heart Villa offers the quintessential Sarasota experience, combining downtown and beach attractions. It is nestled among tropical trees in a charming cul-de-sac in historic Laurel Park – right in the heart of downtown with loads of restaurants, boutiques, and sights on offer. Several fantastic beaches are just a 5-minute ride away! And the villa's private garden is the perfect place to enjoy alfresco dining! Certificate of Registration Number: VR24-00113
4.92 out of 5 average rating, 313 reviews
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!
4.99 out of 5 average rating, 159 reviews
Central Downtown Apartment with Pool and Gym
Stay in the heart of downtown in this stylish 2 bed, 2 bath apartment. Enjoy a bright open layout, fully equipped kitchen, cozy living area, and two comfortable bedrooms including a private primary suite. Building amenities include a sparkling pool with games and fully equipped gym. Walk to top restaurants, shops, and nightlife. Perfect for business trips or weekend getaways!
4.87 out of 5 average rating, 205 reviewsPopular amenities for holiday rentals near Payne Park
Apartment rentals with wifi

Heated Pool Apartment Near Siesta Key | 1BR
4.87 out of 5 average rating, 154 reviews
Crystal House on Siesta Key Beach
4.88 out of 5 average rating, 146 reviews
LIDO KEY 1 BR/1Bath Heated Pool 16
4.82 out of 5 average rating, 152 reviews
Spacious 2-Floor, 2BR, 2.5BA Condo Near Everything
4.88 out of 5 average rating, 175 reviews
Breathtaking Beachfront Views in Siesta Key
5.0 out of 5 average rating, 103 reviews
Modern Studio · 5 min from Siesta Beach
4.95 out of 5 average rating, 153 reviews
Comfy Siesta Key Condo
4.85 out of 5 average rating, 110 reviews
Siesta Gardens @ Siesta Key Village
4.97 out of 5 average rating, 448 reviewsFamily-friendly house rentals

Casa de Zara| Downtown Sarasota- 5mi Lido Beach
4.95 out of 5 average rating, 118 reviews
The Blessing House- Htd Pool/Spa, Close to Beaches
5.0 out of 5 average rating, 117 reviews
Sarasota Luxe - Pool, Hot Tub & Downtown Sarasota
4.98 out of 5 average rating, 107 reviews
Sarasota home featuring private salt water pool
4.93 out of 5 average rating, 100 reviews
Quiet home 1 mi > DTN. Trolley>Beach Pets OK
4.96 out of 5 average rating, 137 reviews
4bd/3bth Renovated With Heated Pool near Downtown
4.77 out of 5 average rating, 131 reviews
Rhodes Retreat - Beautiful Pool and Backyard Space
4.91 out of 5 average rating, 122 reviews
Sarasota 2B/2B Near Siesta Key/Arlington Park/SMH
4.96 out of 5 average rating, 112 reviewsApartment rentals with air conditioning

Studio Minutes to Siesta key, Lido Key, and SMH!
4.97 out of 5 average rating, 240 reviews
Cozy 2 Bedroom Private Unit
4.87 out of 5 average rating, 110 reviews
Charm, Walkable, Safe near Owens Fish Camp & Opera
4.87 out of 5 average rating, 155 reviews
Private apartment w/King bed+full kitchen
4.78 out of 5 average rating, 217 reviews
Graceful Getaway
4.98 out of 5 average rating, 113 reviews
Walk to Coffee, Parks, Ice Cream, & Pizza
4.83 out of 5 average rating, 107 reviews
Serenity on the Manatee
4.97 out of 5 average rating, 471 reviews
Gillespie On The Park, Walk to Downtown
4.97 out of 5 average rating, 185 reviewsOther great holiday rentals near Payne Park

Private Downtown Sarasota Home
4.91 out of 5 average rating, 32 reviews
Beautiful Historic House in Downtown Sarasota, Wal
5.0 out of 5 average rating, 6 reviews
Coastal 2BR Retreat | Near Beach & Downtown
5.0 out of 5 average rating, 6 reviews
The Ringling House | Pool, Pickleball & Beach
5.0 out of 5 average rating, 19 reviews
Cottage On Lime - Downtown Sarasota
4.84 out of 5 average rating, 51 reviews
Casa Blue
5.0 out of 5 average rating, 14 reviews
Sarasota Coastal Cottage
4.97 out of 5 average rating, 60 reviews
Private Heated Pool Retreat for Two Families
4.95 out of 5 average rating, 64 reviewsDestinations to explore
- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Hard Rock Casino
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Crescent Beach
- Tropicana Field
- Englewood Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Fort De Soto Park
- Anna Maria Public Beach
- Cortez Beach
- Img Academy





