Romantic Hotels for a Couple's Getaway in Siesta Key (Florida)

  • The Capri at Siesta

    Siesta Key - Montana

    The Capri at Siesta offers the perfect getaway for a beach vacation. Just steps from the white sand Siesta Key Beach, this cozy Florida hotel offers villas with fully-equipped kitchens and a heated outdoor pool. The grounds are lush and shaded with plenty of geckos running around. The rooms are comfortable and clean, and the kitchenette is perfect for cooking up a meal. There is a laundry room, a community pool, and free trolley access to Siesta Beach Village and Turtle Beach. The staff is friendly and accommodating, and you'll find everything you need nearby - from restaurants and bars to the Crescent Beach Grocery. Whether you're looking for a romantic retreat or a family-friendly stay, the Capri at Siesta has it all!

  • More Romantic Hotels for a Couple's Getaway near Siesta Key

  • Casa Limonada Boutique Motel

    Sarasota - Montana
    Photo of Casa Limonada Boutique Motel 5 miles from Siesta Key

    Casa Limonada Boutique Motel is the perfect place to stay for a beach getaway. Just a 2 minute walk from Lido Beach, the property offers free bikes, free private parking, and a garden and terrace. The 2-star motel features free WiFi and barbecue facilities. The rooms are modern and comfortable, and the owner, Gur, is incredibly friendly. He provides homemade lemonade and dessert, along with a beach cart stocked with chairs and umbrellas for your convenience. Guests can also enjoy a warm outdoor shower to wash off sand after a day at the beach. Plus, the property is only a 15 minute walk from St. Armands Circle, where you can find plenty of restaurants and shops. Casa Limonada Boutique Motel is a great spot for a beach getaway - you won't be disappointed!

  • PLAYA ESMERALDA BOUTIQUE INN

    Bradenton Beach - Montana
    Photo of PLAYA ESMERALDA BOUTIQUE INN 18 miles from Siesta Key

    Playa Esmeralda Boutique Inn is a luxurious beachfront getaway located in Bradenton Beach, just 300 metres from Cortez Beach. The property offers a selection of 5 unique, cozy rooms, each featuring king-sized beds, custom air-conditioning units, complimentary champagne, robes and slippers, a fridge and a coffee pot. Guests can enjoy the shared spaces such as the pool, hot tub, game area, kitchen and rooftop sun deck with beautiful views of the bay. The inn also offers free WiFi, free parking and is within walking distance of the beach, bay, pier and restaurants. Jose, Maria and Mark will make sure your stay is perfect with excellent communication and warm hospitality. It is a perfect spot for couples looking for a romantic getaway.

  • Short term vacation rental luxury B&B CTH

    Englewood - Montana
    Photo of Short term vacation rental luxury B&B CTH 18 miles from Siesta Key

    Short term vacation rental luxury B&B CTH is the perfect place to stay while visiting Englewood. Boasting a swimming pool, a garden, a shared lounge and stunning views of the garden, this B&B features air conditioned units with a terrace, flat-screen TV, and private bathrooms with shower and free toiletries. Guests will be amazed by the warm hospitality of Leon, Monique and daughter Maggie; their attention to detail and the cleanliness of the facility. There are ample outdoor greenery and a sunroom for relaxation, beach umbrella, beach chairs and beach towels, outdoor BBQ facilities, King-sized beds with remote massage settings, Kurig coffee makers, fridges and safes in each room, and a delicious daily breakfast. The screened-in lanai with pool overlooks a beautiful lake with a fountain in the middle. With just a short drive to Manasota Beach, it's the perfect place to stay.

  • Prestige Collection, Hotel Boutique

    St Petersburg - Montana
    Photo of Prestige Collection, Hotel Boutique 37 miles from Siesta Key

    Prestige Collection Hotel Boutique is the perfect destination for your St Petersburg stay. Located in the heart of the city, the hotel offers a tranquil garden, free WiFi and a terrace to relax and take in the views. The beautiful, newly renovated rooms feature luxurious amenities and complimentary snacks and drinks in the main area. Enjoy a dip in the private pool and take advantage of the convenient downtown location. The friendly staff will always be happy to help and you can even get a complimentary bottle of wine on arrival. Whether you're looking for a romantic getaway or a memorable family holiday, Prestige Collection Hotel Boutique is the ideal choice.

  • The Kenwood Gables

    St Petersburg - Montana
    Photo of The Kenwood Gables 38 miles from Siesta Key

    Located in St Petersburg's historic Kenwood neighborhood, this home offers the perfect getaway for relaxation and exploration. Hosts Jason and Reymon are incredibly hospitable and knowledgeable about the local area, and will make you feel right at home. The room is immaculately kept, and offers a private bathroom, TV, fridge and internet. Enjoy a delicious breakfast every morning featuring freshly baked breads, pastries, omelets, juices and fruit. Relax poolside and meet Kona and Hannah, the resident fur-babies. Explore the vibrant city of St Petersburg, and return to this hidden gem for a cozy, comfortable stay. Come for the amenities, and stay for the hosts!

  • Perfecto's Retreat- LUXURY Cabin

    St Petersburg - Montana
    Photo of Perfecto's Retreat- LUXURY Cabin 40 miles from Siesta Key

    Perfecto's Retreat- LUXURY Cabin offers luxury accommodation with gorgeous pool views, a private patio, and a kettle. Located in a tranquil neighbourhood just 9.3 km from John's Pass, this cabin is the perfect place to relax and enjoy the outdoors. It's equipped with a pool that is lit at night, a dock for fishing and kayaking, and a BBQ for outdoor dining. Inside, you'll find a spotless suite with all necessary amenities, including a shower with temperature display. The hosts, Yelena and Danny, are incredibly friendly and knowledgeable. All this, combined with the breathtaking views, makes for an unforgettable stay. Book your stay today and experience a tropical paradise!

  • Shoreline Island Resort - Exclusively Adult

    St Pete Beach - Montana
    Photo of Shoreline Island Resort - Exclusively Adult 41 miles from Siesta Key

    Shoreline Island Resort is the perfect place to relax and unwind in the beautiful Gulf of Mexico. With 21+ adult-only accommodations, our private beach area, free WiFi and stunning views, you will feel like you are in paradise. Our spacious rooms feature a balcony with unobstructed views of the beach and ocean, perfect for watching the sunsets, dolphins, and other wildlife. The kitchenette offers all you need to store and prepare meals for your stay, and our pool area features lounge chairs, umbrellas and cabanas for rent from the city. With Caddie's and Sweet Brunette restaurants just a short walk away, you won't be short of dining options. Our friendly front desk staff and cleaning staff will make sure your stay is a great experience! Book early to ensure your beachfront room and start your getaway today!

  • Meranova Guest Inn

    Dunedin - Montana
    Photo of Meranova Guest Inn 55 miles from Siesta Key

    Meranova Guest Inn is a delightful property in the heart of Dunedin, Florida. Boasting an outdoor swimming pool, a garden, a shared lounge and a host of amenities, it's the perfect place to stay for a romantic anniversary weekend getaway. Enjoy the spacious suite/apt with a fully-stocked kitchen, bathroom, and living room with three cooling units, plus a pool and outdoor lounge. You'll also find a wide selection of board games and beach supplies. The host and staff are very responsive and accommodating, while free wifi and parking make it easy to explore the area. With Caladesi Island State Park Beach and Tarpon Springs and Clearwater just a short drive away, Meranova Guest Inn is the perfect place to relax and recharge.

  • Beyond The Wall B & B

    Dunedin - Montana
    Photo of Beyond The Wall B & B 55 miles from Siesta Key

    Beyond The Wall B & B is a fantastic place to stay in Dunedin. Located 500 meters from 7venth Sun Brewery and within walking distance to Main Street, it is the perfect spot for a cozy weekend getaway. Enjoy the outdoor pool and hot tub, free WiFi, and complimentary cookies provided in the room. The Sunset cabin is spacious, clean, quiet and comfortable with a view of the oldest (150 yr) tree in town. Enjoy the amazing breakfast of hashbrown casserole, fresh fruit and coffee. Friendly and accommodating owners Rock and Michelle, together with Laura, will ensure your stay is great! Enjoy the beautiful grounds, the cottages tucked in among flowers and shrubs, and free parking. Highly recommended for a great vacation experience!

  • Beach More Worry Less

    Tampa - Montana
    Photo of Beach More Worry Less 58 miles from Siesta Key

    Beach More Worry Less is a great place to stay while visiting Tampa. It's close to attractions like Raymond James Stadium and University of South Florida, and the private pool and free private parking makes it the ultimate place for relaxation and privacy. Guests will be welcomed with a personalized sign and enjoy the amenities like shampoo, conditioner, aloe vera and Nutella turnovers. There's a variety of breakfast items available for guests, as well as a mini bar and cable TV. The room is kept clean and there are UV light systems to ensure it is germ-free. The neighborhood is safe and convenient for shopping and day trips. Enjoy the beautiful decor, premium linens and towels, and plenty of food and waters. Owners are friendly and thoughtful, plus they respect the 9 o'clock quiet time. Relax by the screened in pool and leave feeling refreshed and worry-free.

  • Seahorse Cottages - Adults Only

    Sanibel - Montana
    Photo of Seahorse Cottages - Adults Only 63 miles from Siesta Key

    Seahorse Cottages on Sanibel is the perfect place to stay on the island! The cottages offer a great home away from home experience with four attached cottages tucked away in the trees for a peaceful and quiet retreat. Each cottage has two bedrooms, each with a queen bed, and a surprisingly roomy living area with comfortable seating. Other amenities include an outdoor pool, year-round outdoor pool, starter pack of coffee, FUJI bikes with baskets, beach chairs and umbrellas, a gas grill and charcoal grill, a small beach near the cottages and two cafes, an ice cream shop and deli within walking distance. Proprietor Shauna is very friendly and helpful and the cottages are clean and tastefully decorated. With free bikes, beach access and all the amenities you could need, Seahorse Cottages is the perfect place to stay on Sanibel.