Holiday rentals with a pool in Vamo

4.98 out of 5 average rating, 48 reviews

Villa in Sarasota

Village Des Pins - 2 bedroom 2 bath villa

Village des Pins is a community of tranquil villas with lush greenery, ponds, wildlife, oversized heated pool, hot tub, tennis courts, clubhouse w/ pool table, & outdoor grilling area. This resort-like villa is located minutes away from Siesta Key beach, Lido beach, Venice beach, MOTE Marine Laboratory & Aquarium, Ringling museum, garden and theater, Big Cat Habitat, golf courses, fine dining & shopping. Nearby: Publix, Costco, Target, Sprouts, Detwiler farm market, Starbucks, Chick-fil-A, Pizza

Superhost

4.88 out of 5 average rating, 92 reviews

Fresh. Heated Pool.Minutes to Siesta Beach.Office

Spice Your Life With Color, Beauty & Style! Welcome to “Coral Latitude “ the oasis of comfort and style with touches of sophistication. This beautiful home comfortably sleeps 8 people and is equipped with everything you need to make your stay memorable. Within 10 minutes drive to Siesta Beach -voted # 1 beach in the US in 2020. Close proximity to the grocery store, Costco, Starbucks, Chick-fil-A, First Watch & Keke’s Breakfast Cafe. So hurry up book it, arrive, unpack, fill with love & enjoy!

5 out of 5 average rating, 25 reviews

Home in Nokomis

Lake View, 6 Miles From Beach

-Located inToscana Isles (gated community with heated infinity pool, gym, tennis/pickleball/bocce ball courts, playground, dog park, billiard room, and monthly events) -Backs up to 1 of 3 lakes (kayaking and fishing allowed, 2 kayaks, 2 fishing poles and tackle box included) -6 Miles from Nokomis Beach, 6.8 miles to Venice and dog beach, the only pet friendly beach in the area (4 beach chairs, umbrella, cooler, wagon and beach bags included) -Close to Legacy Trail and Oscar Scherer State Park

4.9 out of 5 average rating, 29 reviews

3614 Pine Point

Lake view Villa located in amazing Village des Pins complex, just minutes from Siesta Key Beaches, shopping, golf courses and restaurants! Tastefully updated and completely re-furnished 2 bdrm, 2 bath villa with one car garage and screened in lanai. Community offers a heated pool, Jacuzzi, two lighted tennis courts, picnic area with grills, club house with a pool table and putting green for golfers. Summer vacation, fall getaway, or a wonderful winter escape, you will always feel welcomed!

4.92 out of 5 average rating, 102 reviews

Spectacular Sunsets! 15 min Siesta Key!

This villa is spacious and bright with lots of windows. The interior has just been updated. Tropical decor makes you feel like your’e at the beach. Huge flat screen TV. Tile flooring in the living areas and laminate in the bedrooms. Screened lanai overlooks palm tree and mature landscaping. Wireless fast speed internet included. It has everything you need for a short visit or extended stay. Fully equipped kitchen. Washer and Dryer. Beach chairs and towels. One car garage and driveway space.

4.93 out of 5 average rating, 14 reviews

Freda’s Sarasota Oasis! Private Pool & Lounge Area

Relax with the whole family in this beautiful Sarasota home. Not only is there plenty of space inside with a mother in law suite, 2 kitchens, and huge gathering area, you will also enjoy 2,000 square feet of private outside space. The backyard is equipped with a large pool with swim up table & layout pad, a full bar, sitting area w/ TV, large dining table, and plenty of lounge chairs to catch some rays! 5.4 miles to Siesta Key Beach 6.8 miles to Turtle Beach 8.2 miles to Nokmis Beach

4.93 out of 5 average rating, 361 reviews

☀Coastal Gem☀Heated pool & amazing location!☀

- Located in a quiet Sarasota neighborhood minutes from shopping, restaurants, & Siesta Key, this amenity packed home is perfect for families and beach enthusiasts! - Enjoy the heated pool and comfy outdoor furniture in your fenced in backyard where you can bask in the sun swimming and grilling. - Beautifully designed coastal interior w/ new appliances, Smart TVs, and fast WiFi. - Your on-site Superhost is available if needed to assist with making your stay enjoyable and worry free.

4.95 out of 5 average rating, 102 reviews

Rita Retreat - Beautiful 2/2 with private pool

Welcome to your dream vacation home! This charming rental offers a private pool and a lush green area for relaxation and fun. Situated just 4.6 miles away from the stunning Siesta Key beach, you'll have easy access to sun-kissed sands and sparkling waters. Seafood lovers will be delighted to find the renowned Phillippi Creek Oyster Bar nearby, offering some of the best seafood in town. Embrace the Florida lifestyle and make cherished memories in this wonderful retreat!

5 out of 5 average rating, 22 reviews

Cozy Pool Home Minutes from Siesta Key Beaches

The Bay Breeze Cottage is your cozy home away from home. The tropically decorated interior sets the mood for a relaxing stay. From the minute you enter, you will know you have arrived in Paradise! Take a plunge in the private pool or relax on the loungers sipping a cool drink as you enjoy time with family and friends. And when your ready to explore you are short drive from Siesta Key as well as many other shops and restaurants just down the street.

4.98 out of 5 average rating, 51 reviews

Condo in Sarasota

Gulf View 2/1 with Heated Pool, Kayaks and SUP

Gulf View, Top Floor Condo Beautifully renovated 2BR/1BA canal-front condo just 8 min walk from Turtle Beach! Features 2 king brs , full kitchen, Smart TVs, kayaks, paddleboard, heated pool & a sunset-view deck. Includes all beach gear, garage parking, BBQ lanai, and washer/dryer. Walk to restaurants or hop on the free trolley to Siesta Key Village & Sarasota. Relax, explore, and feel right at home! Feb 2026 2 week min Mar 2026 2 week min

4.96 out of 5 average rating, 47 reviews

Home in Osprey

Creekside Paradise I

The 1970 sqft living space hosts 3 bedrooms, 2 bathrooms, an open living room with attached ‘library’, a dining area, as well as a fully equipped kitchen. From the caged pool area you have a view of the North Creek and our Boat Dock. The pool can be electrically heated and measures 32.80ft in length/13.12ft in width. You enter Creekside Paradise I thru the attached 2 car garage, where you can find the beach equipment (chairs, umbrella, cooler).