A cross between an inn and B&B, this charming gem is hidden in plain sight at Old Town's busiest intersection--Truman Avenue and Duval Street. Couples can hide away behind the verdant gardens, tranquil waterfall and a privacy wall. This ensures that while all the action is just steps away, the noise is not. Almond Tree's 22 well-appointed rooms and suites have private balconies and patios and come equipped with free Wi-Fi, Keurig coffee makers, mini refrigerators and microwaves. Mornings bring a complimentary continental breakfast followed by a dip in the heated pool or whirlpool spa. Before dinner, mingle with the other guests at the happy hour that comes complete with complimentary wine, beverages and nibbles.
This five-acre property located on the Gulf of Mexico makes an ideal setting for a fairy-tale holiday. Resonating with a "Floribbian" vibe, the 148-room resort features spacious rooms, suites and villas with a choice of garden and water views. Each has a patio, porch and/or balcony and features nature-inspired interiors with original art. Set among lush landscaping and palm groves, four secluded swimming pools are each nestled in its own garden paradise. Enjoy casual island dining and refreshments poolside at Café Blue, or you can take their complimentary shuttle two miles to the heart of all action on Duval Street. If you're looking for on-the-water action, Parrot Key has kayak, paddleboard and wave runner rentals. Other amenities include a fitness center and Wi-Fi across the property.
The Pier House has all the ingredients for a seductive escape: waterfront views, private sandy beach, variety of dining options, award-winning spa and prime location near Mallory Square. You and yours can enjoy champagne and a couple's massage on the veranda, moonlit strolls on the beach and panoramic views of the sunset over the Gulf of Mexico from your very own private balcony. Their 119 waterfront guestrooms and 23 expansive suites are decorated in a distinctly Florida fashion, with a mix of wicker and dark wood custom furniture, four poster beds, warm tropical colors, large tiled bathrooms, rain-style showers and local art. Dining options include a casual Caribbean cafe, a beachside bar and an upscale restaurant. Don't miss the Chart Room, their quirky dive bar. Other amenities include free Wi-Fi, beach and pool service with lounges and complimentary water, daily live music and a floating dock.
Located on the Gulf of Mexico, the Hyatt Key West Resort and Spa offers 118 rooms with private balconies--many with water views. The Blue Mojito Bar and Grill downstairs is the perfect place to cuddle with your honey as you sip their namesake cocktail. Plan for some pampering at the Jala Spa, named for a Sanskrit word for water, with treatments inspired by the potent beauty and dynamic energy of Key West. Their Couple's Duet includes hot oil scalp massage, full body signature massage and a rejuvenating foot scrub for two. Room amenities include flat screen televisions, sumptuous Grand Beds, Wi-Fi and mini fridges. Dine at the award-winning SHOR American Seafood Grill with its jaw-dropping views and focus on locally-sourced ingredients. Be sure to visit the resort's specials page online, as many spa and activity packages are bundled together with multiple night stays at reduced rates.
On the less-crowded end of quirky Duval Street, rests Southernmost Beach Resort, an upscale (yet unpretentious) hotel. It boasts a private pier, sandy beach dotted with hammocks, oceanfront pool, Shores pool Bar and on-site restaurant. Their most romantic rooms await at the historic La Mer House & Dewey House, a private enclave set within the resort. This adults-only part of the property combines an intimate feel of a B&B with the amenities of a full-service resort, including direct beach access, three pools (one reserved for adults) and four bars. Start your morning on Dewey House's oceanfront terrace with a scrumptious complimentary breakfast filled with fresh made quiche, pastries and made-to-order chef specials. Afternoon tea is served on the terrace as well. Guestrooms are well-appointed and spacious with king beds, ocean views, private balconies or porches.
This elegant boutique hotel, located on the quiet end of Duval Street, boasts a large natural-sand beach and a picturesque pier. The gazebo that extends over the ocean is a fun spot to sneak away for a kiss. A Waldorf Astoria Resort, The Reach combines a casual atmosphere with top-notch customer service and amenities. Their ocean view king suite is perfect for couples with its nine-foot lofty ceilings, stunning view of the Atlantic Ocean and large private balcony. During the day, relax on a lounge chair at the pool or beach and let their staff pamper you with towels, popsicles, frozen eucalyptus towels and cocktails. On-site dining is available all day on the oceanfront veranda at Spencer's By the Sea--or you can just stay in and order room service. Guests receive reciprocal privileges at their sister resort, Casa Marina, including their adults-only pool and Spa al Mare.
Toast to your love with champagne upon arrival at this timeless beauty. Not far from Higgs Beach, and its lengthy pier (perfect for a hand-holding walk at sunrise) is Casa Marina, which boasts 1,100 feet of private beach. Listed on the National Register for Historic Places, this mansion-style resort has been attracting celebrities and dignitaries since the 1920s. Begin each day with the sumptuous breakfast buffet at Sun Sun Restaurant before hiding out in a cabana on the beach. Attendants will drop by throughout the day with fresh fruit, popsicles and chilled eucalyptus towels. Don't forget to schedule a deep-tissue massage for two by the water at their spa. A Waldorf Astoria Resort, Casa Marina combines a casual atmosphere with world-class customer service. Their 311 rooms and suites--many with water views--boast amenities like WiFi access, espresso machines and iPod docking stations.
This high-end sanctuary has a mix of luxurious cottages, guestrooms and suites set among one of the oldest tropical gardens in Florida. Each feature private entrances, verandas, fine Italian linens and plush spa robes. Best of all, they don't allow children. Sit back and relax at their wine gallery where you can hear live jazz music on the weekends. Celebrate your love in style with their romance package, which includes a chilled bottle of the Gardens Hotel Tattinger Champagne served in a vintage champagne bucket with souvenir engraved flutes. Additionally, one dozen red roses (or a tropical bouquet) and a half dozen chocolate-covered strawberries will be delivered to your room. Book their private serenade dinner for a charming evening in their intimate courtyard, catered by Cafe Sole's Chef John Correa. Musical harmonies provided by acclaimed classical guitarist Matthew Jampol.
With private balconies, comfy decor, whirlpool tubs and ocean views, the spacious rooms at Ocean Key Resort & Spa make it hard for couples to leave--even though bustling Duval Street beckons at their front door. You don't have to be newlyweds to book their honeymoon package, which includes a welcome bottle of chilled champagne, daily waterfront breakfast for two, dinner for two at Hot Tin Roof and a 50 minute couples massage. Spend your days holed up in a private cabana for two at LIQUID, their pool, bar and lounge or head to the colorful Sunset Pier for casual dining and drinks. Book an intimate table at the upscale Hot Tin Roof restaurant where you can enjoy stellar sunset views and Conch-fusion cuisine pork empanadas and caramelized grouper. Don't miss their popular weekend brunch with unlimited mimosas and bloody Marys.
For the ultimate romantic getaway, board the ferry in Key West for a quick cruise to Sunset Key, a secluded 27-acre island. Dotted with 40 cottages, this recent addition to the Opal Collection is laced with footpaths leading to a private beach, zero-degree entry pool with splashing waterfall and two whirlpools. Lovebirds can order special amenities like chocolate-covered strawberries or champagne to be waiting in their room. (For honeymooners, these are complimentary treats.) The well-appointed cottages capture the essence on Conch architecture with porches, pastel wood finishes and Victorian-style tin roofs. Start your morning with breakfast in bed after retrieving the basket--packed with freshly baked muffins, croissants and fruit--from your porch. Make sure to book the Sunset Romance Package from the on-site spa. Together you'll enjoy 80-minute massages in a beach cabana, followed by a private dinner for two complete with champagne.