Romantic Hotels in Islamorada, FL

Name: Coconut Cove Resort and Marina
Price range: $258 total

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Dec 25 - Dec 26

Tonight

Dec 26 - Dec 27

Tomorrow night

Featured Islamorada Romantic Getaways & Hotels

Free Cancellation

Reserve now, pay when you stay

$328 nightly

$370 total

Jan 4 - Jan 5, 2026

Total with 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 concierge services, securing valuables, and luggage storage. Other amenities at this beach resort include 3 outdoor pools, a 24-hour gym, and a sauna.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

$233 nightly

$263 total

Jan 25 - Jan 26, 2026

Total with 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.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

$271 nightly

$305 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

At Amara Cay Resort, guests enjoy a private beach, an outdoor pool, and a gym. 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 a meeting room, a terrace, and laundry facilities.

On private beach

Pool

$482 nightly

$543 total

Jan 5 - Jan 6, 2026

Total with 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 dry cleaning/laundry, tours or 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 adults-only hotel include free newspapers, a terrace, and laundry facilities.

Pool

Breakfast included

Free Cancellation

Reserve now, pay when you stay

$347 nightly

$391 total

Jan 12 - Jan 13, 2026

Total with taxes and fees

Guests of Islander Resort have access to a private beach, 2 outdoor pools, and a 24-hour gym. Free parking is available if you drive. The 24-hour front desk has multilingual staff ready to assist with tours or tickets, dry cleaning/laundry, and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, meeting rooms, and a conference center.

On private beach

Pool

$191 nightly

$210 total

Jan 4 - Jan 5, 2026

Total with 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 a garden.

Pool

Pet friendly

$308 nightly

$347 total

Jan 4 - Jan 5, 2026

Total with 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 concierge services and luggage storage. Other amenities at this beach hotel include free WiFi in public areas, coffee/tea in a common area, and a terrace.

On private beach

Pool

Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

Free Cancellation

Reserve now, pay when you stay

$305 nightly

$343 total

Jan 4 - Jan 5, 2026

Total with 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.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

$242 nightly

$273 total

Jan 6 - Jan 7, 2026

Total with 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 a terrace, wedding services, and a picnic area.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

$316 nightly

$356 total

Jan 7 - Jan 8, 2026

Total with taxes and fees

Guests of Bayside Villas by Islander Resort enjoy features like an outdoor pool, free WiFi in public areas, and a terrace. There's free parking and a free area shuttle. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Other amenities at this beach hotel include a picnic area and barbecue grills.

Pool

Pet friendly

$229 nightly

$258 total

Jan 7 - Jan 8, 2026

Total with 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.

Pool

Breakfast included

Free Cancellation

$191 nightly

$215 total

Jan 5 - Jan 6, 2026

Total with 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 concierge services and luggage storage. 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.

On private beach

Pool

Free Cancellation

Reserve now, pay when you stay

$169 nightly

$190 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

At Creekside Inn, 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 tours or tickets, and offer advice about sights and eateries nearby. Additional amenities include a picnic area and barbecue grills.

Pool

Pet friendly

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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 Resorts

On 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 Islamorada

Hoping 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	2,220 hotels
Lowest Price	$190
Highest Price	$543
Popular hotels	Cheeca Lodge & Spa, Chesapeake Beach Resort, 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, Bayside Villas by Islander Resort, Coconut Cove Resort and Marina, Fisher Inn Resort & Marina, Creekside Inn

Recent Romantic Getaways & Hotels Reviews

5/5 Excellent

"It was a great breakfast.... they had everything that i liked in particular. They had healthy options.. not a big place so it didnt seem overwhelmed with options just the right amount of options. Place i staid had an amazing ocean view :) "

A verified traveler stayed at Chesapeake Beach Resort

Posted 1 day ago

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