
Holiday rentals in Tallevast
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Top-rated holiday rentals in Tallevast
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Winter Haven Retreat – Steps to Bay & Ringling
Tropical Paradise by Sarasota Bay – Walk to Ringling Museum, Asolo Theatre! Just a two minute walk to New College and its beautiful bayfront promenade, this 2,200 sq ft tropical retreat beacons you to unwind. Enjoy 3 very private bedrooms, an office area, spacious living room, and a huge fenced-in backyard perfect for kids and pets—all less than 15 minutes from Lido Beach and café-lined St. Armands Circle. Kayaks, hammock, grill, foosball, sandbox, basketball hoop, and more await your stay!
4.98 out of 5 average rating, 83 reviews
Cozy Beach House Including King Size Suite !
Welcome to our beach home ! Located in a beautiful neighborhood where you can unwind & relax with the family after a long day at the beach. We are located only a short drive to the finest beaches in FL where you can find sand dollars with the kids & view breathtaking sunsets ! Play a game of pool, grill out on our patio, & enjoy our fire pit & enclosed pool !! This easy access one-level home sleeps up to 8 people. Conveniently located within minutes from groceries, restaurants, and attractions.
4.93 out of 5 average rating, 129 reviews
New Private Boutique Retreat • King Bed • Sarasota
Escape to your own private boutique retreat—where thoughtful design, exceptional comfort, and complete privacy create an unmatched Sarasota experience. Newly renovated and impeccably curated, this spacious 714 sqft private guesthouse blends refined coastal interiors with contemporary artwork and lush tropical surroundings. Designed for discerning travelers who appreciate beautiful spaces, the home offers the comfort and privacy of a luxury suite while providing the conveniences of a residence.
4.86 out of 5 average rating, 28 reviews
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.
4.98 out of 5 average rating, 104 reviews
Beautiful and Restful Sarasota Florida Retreat
This old Florida home has been updated with granite counters in the kitchen with newer appliances, ceramic tile, and wood flooring. There is plenty of room to spread out in the main living room and within the wood wall and ceiling finished gathering room. The backyard patio area is perfect for outdoor BBQs. The lush tropical landscaping provides the old Florida home feel. The best amenity is a semi-private outdoor shower with lush vegetation screening. Perfect for the outdoor enthusiast.
4.89 out of 5 average rating, 427 reviews
Siesta Breeze, adorable New Beach Style Studio !
Stay at our renovated beautiful beach styled studio furnishing with a queen size bed as well as a full pull out couch bed. There’s a mini fridge, a two burner electric cooktop, a microwave, a toaster, a tea pot with complementary tea bags, coffee pot with complementary coffee and keurig with complementary Starbucks k cups. Free wifi and a 50 inch tv facing the bed. 2 minutes away from the air port, 10 minutes away from IMG Academy , 30 minutes from Anna Maria Island and siesta key .
4.95 out of 5 average rating, 350 reviews
Lovely House in Sarasota Bay
Enjoy a stylish coastal bungalow in North Sarasota, just minutes from downtown’s restaurants, shops, and Sarasota Bay. Relax in modern comfort with central A/C, high-speed WiFi, and smart TVs in every room. Nearby, explore beaches like Siesta Key, Lido Key, and Anna Maria Island. The fully-equipped kitchen, comfortable bedrooms, and modern bath make for a relaxing stay. Plus, you’re close to top attractions like The Ringling Museum, Marina Jack, and more!
4.96 out of 5 average rating, 114 reviews
Casa Cruz-3RM/2BA w/Heated Salt Water Pool
You'll have a great time at this modern 3RM/2 BA house with a heated salt water pool. This beautiful home is located 6 minutes to SRQ Airport, 20 minutes to the #1 rated beach in the country, Siesta Key, 5 minutes to Publix and local restaurants, and 10 minutes to high-end shopping at UTC mall. You’ll have access to major FL highways. The home is equipped with all the essentials needed for short term/long term stays. Book your stay today! Casa Cruz es su Casa!
4.95 out of 5 average rating, 118 reviews
Cute Bohemian House in quiet, gated community
This cute little house has 2 bedrooms as well as a sleeper sofa. There is also a pack n play for your little ones. All bed and bath linens are provided. There is a fully stocked kitchen with all the basic necessities As well as a dining area and sitting room. There is free wifi and ROKU TV. Guests are also welcome to use the washer and dryer. If you are looking for a fun getaway in a quiet, laid back community this is the perfect place for you.
4.8 out of 5 average rating, 126 reviews
Magical Secluded Retreat
Light-filled mid-century gem, newly renovated with cathedral ceilings. A lush canopy of tropical plants and trees offers privacy and calm unusual for its central location in Sarasota's historic neighborhood on the Bay. Relax inside and out, and lose yourself in birdsong, gently swaying bamboo and beautiful nature. Just 10 minutes to world-renowned beaches and even closer to dining, shopping and museums.
4.99 out of 5 average rating, 116 reviews
The Aviator | 7 Mins From SRQ | Pool | Giga Wifi
Welcome to The Aviator—a unique 3BR/2BA pool home with aviation and military décor in a quiet Old Florida neighborhood. Just 7 min to the SRQ Airport, 6 min to the Ringling Museum, 5 min to USF, and 16 min to Downtown Sarasota. Enjoy a private screened pool, comfortable living spaces, and a central location close to beaches, dining, and attractions! Laundry facilities available for a small additional fee.
5.0 out of 5 average rating, 3 reviews
Casita Lantana, a 1925 cottage in a Tropical Oasis
Welcome to my original 1925 Casita, built in the heyday of the John Ringling era. We are centrally located between Sarasota, Lakewood Ranch, and Bradenton, making it an ideal place to explore all the area has to offer. Getting around is easy since we are located very close to the Ringling Museum of Art. Plus, it is only a short 15-minute drive to downtown Lido Beach and St. Armands Circle.
4.98 out of 5 average rating, 303 reviewsPopular amenities for Tallevast holiday rentals
Other great holiday rentals in Tallevast

Rosie's Retreat | 3BR | 2BA | Heated Pool
4.83 out of 5 average rating, 23 reviews
Private Sarasota Oasis with Fenced Yard & Gazebo
5.0 out of 5 average rating, 42 reviews
Sapphire Shores Muse | 2 Bed 3 Bath | Luxe Pool
5.0 out of 5 average rating, 7 reviews
Free Heated Pool •Kids Room •Fire Pit•20 Min Beach
5.0 out of 5 average rating, 10 reviews
Top 5% of homes: Lowest rates right now in Sept
5.0 out of 5 average rating, 31 reviews
Sunny Sarasota Getaway
4.89 out of 5 average rating, 9 reviews
Sport & Wellness Getaways
4.97 out of 5 average rating, 29 reviews
The Palm House: cozy, safe, central Sarasota
4.96 out of 5 average rating, 46 reviewsDestinations to explore
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Hard Rock Casino
- University of South Florida
- Caspersen Beach
- Vinoy Park
- Dunedin Beach
- Manasota Key Beach
- John's Pass
- Tropicana Field
- Englewood Beach
- Crescent Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Img Academy
- Anna Maria Public Beach





