Kid-friendly vacation rentals in Anna Maria

4.88 out of 5 average rating, 152 reviews

5 minutes to private Siesta Key Beach + 2 pools

Best getaway, beach vacation, and staycation! The luxurious condo is on the 1st. floor and located on Siesta Key in a tropical setting. It is kid-friendly and has private access to its private beach on Siesta Key Beach within 5 minutes of walking distance (the Best Beach in the U.S.A.) with crystal white sand and turquoise waters of the Gulf of Mexico. There are two heated pools, barbeque areas, lighted pickleball and tennis courts, a fishing pier, a gym, and a sauna, all for your enjoyment.

4.9 out of 5 average rating, 134 reviews

Your Slice of Paradise

20 minutes from Siesta Key, 15 minutes from Lido Beach, Within a mile from Der Dutchman and Yoders Amish Restaurant, this cozy little home is tucked back under a giant oak tree, newly remodeled with new furniture all new mattresses, new kitchen appliances February 2020, 55” Samsung Smart 4K tv screen available for streaming all your favorite shows etc. propane grill for you to use, washer and dryer free for guests, located on a quiet street 1/2 mile from Pinecraft, a very unique community.

Townhouse in Indian Rocks Beach

4.89 out of 5 average rating, 208 reviews

Beach Bungalow with Southern Charm, walk to beach

IRB is welcoming back guests after the storms! No damage to our condos. Enjoy semi-private beach access, as well as 10+ restaurants, coffee and ice cream shops, boat rentals, parks, playgrounds, a water park, brewery, and nature preserves and trails within walking distance. Make yourself at home in our cozy three-story townhouse. Spend your days relaxing at the beach, kayaking, exploring local parks and preserves, playing putt putt golf, and more. Our homes are child and infant-friendly!

Home in Gulfport

4.78 out of 5 average rating, 170 reviews

16 Sandals

According to City of Gulfport ordinances, this property can be rented short term less than 30 days only 3 times per 12 month calendar year, minimum night stay for those short term rentals is 3 nights. All other rentals are 30 days. Home has a private non heated pool. Disclaimer: pool is cleaned by private service every Wednesday. Owner has no control over inclement weather and will not refund any portion of rental due to any issues directly related to weather as related to pool usage.

4.97 out of 5 average rating, 113 reviews

Guesthouse in Clearwater

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Make your vacation relaxing, fun and easy! - Kick back in the hammock or have some coffee with loved ones in the peaceful private backyard. - Take the 12 minute drive to the beach with the provided boogie boards, chairs and sand toys. - Take a walk or bike ride on the gorgeous Pinellas Trail. You'll also find some of the best coffee, food and ice cream on the way. -Golf courses close by. This is a separate unit that shares a driveway and parking area with the front house.

4.99 out of 5 average rating, 233 reviews

Apartment in Dunedin

Tropical Paradise

Please visit our website Grovekeeper collective for a video of the property Private vacation rental I know if you are coming to Delightful Dunedin you know how amazing this waterfront community is, from award winning restaurants , micro breweries, one of the #1 beaches in America, 40 miles of bike trails, waterfront parks. Just bring food and clothes, we have the rest covered! This rental is for a maximum of 5 guest all our units are non-smoking and vaping

4.88 out of 5 average rating, 124 reviews

Home in Pinellas Park

Rustic 3BR Raised Ranch on 1.5 acre Farm !!!

Family friendly, fully furnished, 1700+ sq foot split plan home with enormous wrap around deck outside and huge living room space inside. In the middle of everything that makes the Tampa / St.Pete area a great destination, yet off the beaten path (not on a busy road) in heart of equestrian area, directly adjacent to a large community park. Toddler proofed and equipped for family recreation, with plenty of space for the kids to run and play.

4.96 out of 5 average rating, 135 reviews

Condo in Indian Shores

Good Times and Tan Lines @ #105intercoastal

** Heated Pool ** | Great vacation location | Check the reviews below: 2 Bedroom / 2 Bath Condo across the street from the award-winning beaches of St Pete. All the conveniences you would expect! Granite counter tops, kitchen appliances, dishwasher, washer/dryer, new towels and linens, beach towels, 4K Smart TV, Cable TV, WIFI and AC. Grounds with private pool, small pool side grill, sunbeds, tables & chairs and restroom.

4.98 out of 5 average rating, 235 reviews

Apartment in Dunedin

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

4.91 out of 5 average rating, 142 reviews

Charming Sarasota Home with Pool!

Charming 3/2 home with a pool! very safe neighborhood, 8.9 miles to Siesta Beach and 5.5 miles to Lido Beach. 15 minute walk to The quaint little village of Pinecraft and Der Dutchman Restaurant and more restaurants and shops. Very clean, private back yard, heated pool, coffee station... really everything you need for a relaxing and enjoyable stay in Sarasota.

4.93 out of 5 average rating, 200 reviews

Cottage Getaway 2 miles from Beach

Cottage style decor. Private fenced backyard with screened porch, outside eating, gas grill & hammock. Laundry room with washer & dryer. Shopping, grocery store, movie theater & lots of dinning choices 1-2 miles. Easy parking in driveway. Very Convenient location. The #1 Beach is 2 miles away. ***Please note this is a NON-SMOKING & NON PET home***