Romantic Hotels in Islamorada, FL
Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels
Save 10% or more on select hotels with Insider Prices
Book on the app to instantly earn 5% on 350,000+ hotels
Featured Islamorada Romantic Getaways & Hotels
Cheeca Lodge & Spa
81801 Overseas Highway, Mile Marker 82, Marker 82, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$299 nightly
The price is $336 total per night
$336 total
Jun 8 - Jun 9
Total includes taxes and fees
Cheeca Lodge & Spa features a private beach, a golf course, and a full-service spa. Free valet and self parking are available, and there's also limo/town car service. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, tours or tickets, and securing valuables. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.
Chesapeake Beach Resort
83409 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$220 nightly
The price is $248 total per night
$248 total
Jun 4 - Jun 5
Total includes taxes and fees
Chesapeake Beach Resort features a private beach, a marina, and 2 outdoor pools. The 24-hour front desk has multilingual staff ready to help with concierge services, and answer any questions about the area. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and free use of bicycles.
Large Screened Porch, Professional Cleaning, Wifi
Guests staying at this condo enjoy a sauna, laundry facilities, and barbecue grills.
Amara Cay Resort
80001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$276 nightly
The price is $310 total per night
$310 total
Jun 8 - Jun 9
Total includes taxes and fees
At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. Transportation is made easy with a free area shuttle. The 24-hour front desk has multilingual staff ready to help with luggage storage, and answer any questions about the area. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include WiFi in public areas, a meeting room, and a terrace.
Casa Morada
136 Madeira Road, Islamorada, FL
$272 nightly
The price is $306 total per night
$306 total
Jun 4 - Jun 5
Total includes taxes and fees
Guests of Casa Morada enjoy features like an outdoor pool, free WiFi in public areas, and free use of bicycles. There's free parking if you drive. Front-desk staff can assist with luggage storage, concierge services, and dry cleaning/laundry. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this adults-only hotel include free newspapers, a terrace, and laundry facilities.
Islander Resort
82100 Overseas Highway, Islamorada, FL
$286 nightly
The price is $321 total per night
$321 total
Jun 19 - Jun 20
Total includes taxes and fees
Islander Resort features a private beach, a golf course, and 2 outdoor pools. Free parking is available if you drive. The front desk has multilingual staff standing by 24 hours a day to assist with luggage storage and tours/tickets. Other amenities at this beach hotel include a gym, free WiFi in public areas, and meeting rooms.
Drop Anchor
84959 Overseas Highway, 222, Islamorada, FL
$186 nightly
The price is $205 total per night
$205 total
Jun 4 - Jun 5
Total includes taxes and fees
Guests of Drop Anchor enjoy an outdoor pool, free WiFi in public areas, and a business center. If you drive, put free parking to good use. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Additional amenities include coffee/tea in a common area, free use of bicycles, and barbecue grills.
Pines & Palms Resort
80401 Old Hwy, Islamorada, FL
$248 nightly
The price is $279 total per night
$279 total
Jun 12 - Jun 13
Total includes taxes and fees
Guests of Pines & Palms Resort have access to a private beach, a marina, and an outdoor pool. You can take advantage of free parking, along with limo/town car service. The front desk has multilingual staff that can help with tours/tickets and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and a terrace.
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
84001 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$313 nightly
The price is $352 total per night
$352 total
Jun 8 - Jun 9
Total includes taxes and fees
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort features a private beach, a marina, and 3 outdoor pools. Transportation is made easy with a free area shuttle. The 24-hour front desk has multilingual staff ready to assist with tours/tickets and luggage storage. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include a 24-hour gym, free WiFi in public areas, and meeting rooms.
La Siesta Resort & Villas
80241 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$231 nightly
The price is $260 total per night
$260 total
Jun 8 - Jun 9
Total includes taxes and fees
Guests of La Siesta Resort & Villas have access to a private beach, a marina, and an outdoor pool. Transportation is made easy with a free area shuttle. The 24-hour front desk has staff always at the ready. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Other amenities at this beach resort include WiFi in public areas, a terrace, and a water dispenser.
Islander Bayside Villas and Boatslips
81450 Overseas Highway, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$300 nightly
The price is $338 total per night
$338 total
Jun 9 - Jun 10
Total includes taxes and fees
Guests of Islander Bayside Villas and Boatslips enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. If you drive, put free parking to good use. Front-desk staff can help secure valuables, and provide local restaurant recommendations. Other amenities at this beach hotel include a picnic area and barbecue grills.
Coconut Cove Resort and Marina
84801 Overseas Highway, Islamorada, FL
$169 nightly
The price is $190 total per night
$190 total
Jun 4 - Jun 5
Total includes taxes and fees
Guests of Coconut Cove Resort and Marina enjoy a marina, an outdoor pool, and a children's pool. If you plan to drive, free parking is available. Front-desk staff can help with luggage storage, and provide local restaurant recommendations. Other amenities at this beach hotel include a gym, free WiFi in public areas, and a business center.
Fisher Inn Resort & Marina
84951 Overseas Hwy, Islamorada, FL
Free Cancellation
Reserve now, pay when you stay
$145 nightly
The price is $163 total per night
$163 total
Jun 11 - Jun 12
Total includes taxes and fees
Guests staying at Fisher Inn Resort & Marina enjoy access to a private beach, an outdoor pool, and free WiFi in public areas. Free parking is available if you drive. Front-desk staff can assist with luggage storage and concierge services. Other amenities at this beach motel include coffee/tea in a common area, a microwave in a common area, and a refrigerator in a common area.
Creekside Inn Islamorada
90611 Old Highway, Tavernier, FL
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $188 total per night
$188 total
Jun 24 - Jun 25
Total includes taxes and fees
At Creekside Inn Islamorada, guests have access to a marina, 2 outdoor pools, and free WiFi in public areas. Free parking is available if you drive. The front desk has multilingual staff that can help with securing valuables and concierge services. Additional amenities include express check-out, barbecue grills, and a vending machine.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Couples getaways in Islamorada
Spending quality time with your beloved in an elegant abode. Cozy candlelit dinners with your favorite Champagne. Sounds blissful, right? If you're eager for a truly romantic experience, book a stay in Islamorada. It's a terrific location for doting couples.
Romantic ResortsOn the hunt for the perfect place to celebrate that all-important anniversary? Great news! We've found it. The Ocean House is a charming retreat both you and your sweetheart will adore. Enticing extras on offer here include on-site shopping options and an outdoor pool.
Romantic places to visit in IslamoradaHoping to take your significant other out on a special date? These alluring attractions are bound to fuel those sparks:
- Looking to take your darling somewhere new while you're in town? An excursion to Anne's Beach is sure to impress!
- Another place worth marking on your travel schedule is Theater of the Sea. Many starry-eyed couples enjoy spending time there together.
- Why not go and see Founders Park while you're exploring the area? It's popular with tourists and locals alike.
- Finally, if you're not in a hurry, you and your partner should also drop by Kiki's Spa.
Islamorada hotels essential information
Accommodation | 2,186 hotels |
|---|---|
Lowest Price | $163 |
Highest Price | $352 |
Popular hotels | Cheeca Lodge & Spa, Chesapeake Beach Resort, Large Screened Porch, Professional Cleaning, Wifi, Amara Cay Resort, Casa Morada, Islander Resort, Drop Anchor, Pines & Palms Resort, Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort, La Siesta Resort & Villas, Islander Bayside Villas and Boatslips, Coconut Cove Resort and Marina, Fisher Inn Resort & Marina, Creekside Inn Islamorada |
Recent Romantic Getaways & Hotels Reviews
Chesapeake Beach Resort
5/5 Excellent
"Came into town to pick up our boat. "
A verified traveler stayed at Chesapeake Beach Resort
Posted 1 day ago
Other Romantic Getaways & Hotels
Areas Of Islamorada
Hotels Near
Hotel Themes
Flights To
Other Popular Accommodations
Top Trending
Hotels
Daytona Beach Hotel DealsNaples Hotel DealsSt. Augustine Beach Resorts & HotelsDaytona Beach Cheap HotelsDestin Beach Resorts & HotelsSarasota Beach Resorts & HotelsCocoa Beach Hotel DealsFort Myers Hotel DealsSarasota Hotel DealsPensacola Cheap HotelsFort Walton Beach Hotel DealsKey West Hotel DealsFort Myers Beach Hotel DealsSt. Augustine Hotel DealsPanama City Beach Hotel DealsPensacola Beach Resorts & HotelsKey West Cheap HotelsKey West All Inclusive Resorts & HotelsNaples Oceanfront Hotels
Flights