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Top Plantation 4 Star hotels

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
1650 South Tamiami Trail Osprey FL
Fully refundableReserve now, pay when you stay
$197 nightly
The price is $223 total per night from Mar 26 to Mar 27
$223 total
Mar 26 - Mar 27
Total with taxes and fees
This hotel features an outdoor pool, a gym, and a restaurant. Unwind with a drink at the bar/lounge and enjoy perks like free self parking and a free beach shuttle. ...
8.8/10 Excellent! (1,134 reviews)
We didn't utilize the business room or gym. We would have used a hot tub. :) Clean and efficient for what we wanted.

Reviewed on Mar 25, 2026

Opens in a new windowCasey Key Resorts - Mainland
Chadwick Cove Resort & Marina

Chadwick Cove Resort & Marina

4 out of 5
1825 Gulf Blvd Englewood FL
$623 nightly
The price is $673 total per night from Mar 26 to Mar 27
$673 total
Mar 26 - Mar 27
Total with taxes and fees
This smoke-free condo features a marina and 7 restaurants. Dine at the beachfront restaurant and relax with beach umbrellas. Enjoy a meal in one of the 2 coffee ...
10/10 Exceptional! (17 reviews)
The place is cute. I thought I reserved a two bedroom but ended up with a one bedroom with a Murphy bed in the living area which worked for us. The beach is across the street with beautiful sunsets. One thing to note, it is next to a bar and grill with live music. Overall, I would stay again. You ...

Reviewed on Mar 8, 2026

Opens in a new windowChadwick Cove Resort & Marina
Hidden Paradise by Beachside Management

Hidden Paradise by Beachside Management

4 out of 5
1136 Seaside Drive Siesta Key FL
This condo featured laundry facilities and barbecue grills.
10/10 Exceptional! (4 reviews)
Close to the beach and clean

Reviewed on Jan 25, 2026

Opens in a new windowHidden Paradise by Beachside Management
Ocean Vue By Beachside Management

Ocean Vue By Beachside Management

4 out of 5
661 Beach Road Siesta Key FL
An outdoor pool is featured at this apartment, along with laundry facilities.
10/10 Exceptional! (3 reviews)
It was a beautiful home and clean and very close to the beach!

Reviewed on Feb 19, 2024

Opens in a new windowOcean Vue By Beachside Management
Anchorage Resort

Anchorage Resort

4 out of 5
6415 Midnight Pass Rd Siesta Key FL
This condo doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and a virtual front desk are also provided.
Opens in a new windowAnchorage Resort
Beach Club at Siesta Key Poolside D

Beach Club at Siesta Key Poolside D

4 out of 5
1054 Sun N Sea Dr Siesta Key FL
$912 nightly
The price is $1,025 total per night from Apr 6 to Apr 7
$1,025 total
Apr 6 - Apr 7
Total with taxes and fees
A marina and an outdoor pool are featured at this condo. Enjoy the outdoor tennis court and perks like free self parking. Laundry facilities and barbecue grills ...
9.4/10 Exceptional! (3 reviews)
Nice getaway.

Reviewed on Jul 10, 2025

Opens in a new windowBeach Club at Siesta Key Poolside D
House of The Sun Siesta Key Crescent Beach

House of The Sun Siesta Key Crescent Beach

4 out of 5
6518 Midnight Pass Rd Siesta Key FL
A marina and an outdoor pool are featured at this condo. Enjoy the outdoor tennis court and perks like free self parking. Laundry facilities and barbecue grills ...
8/10 Very Good! (2 reviews)
Toilet not working in master bath after attempts to fix….. electrical problem with outlets by stove.. blew circuit routinely Uncovered electrical outlet Large TV in living room did not work after attempts to fix it. Ice machine not working

Reviewed on Nov 18, 2024

Opens in a new windowHouse of The Sun Siesta Key Crescent Beach
Coastal Paradise Condo

Coastal Paradise Condo

4 out of 5
116 Vista Hermosa Cir Siesta Key FL
This apartment includes a garden and a virtual front desk.
Opens in a new windowCoastal Paradise Condo
Siesta Key

Siesta Key

4 out of 5
6157 Midnight Pass Rd Siesta Key FL
This apartment features 2 outdoor tennis courts, an outdoor pool, and 20 beach bars. Take the free beach shuttle and relax with beach umbrellas. There's no skimping ...
Opens in a new windowSiesta Key
Lulu's Key House Leatherback 2/2 Downstairs

Lulu's Key House Leatherback 2/2 Downstairs

4 out of 5
5247 Calle Menorca Siesta Key FL
$928 nightly
The price is $1,043 total per night from Apr 10 to Apr 11
$1,043 total
Apr 10 - Apr 11
Total with taxes and fees
A marina and an outdoor pool are featured at this vacation home. Enjoy the outdoor tennis court and perks like free self parking and free WiFi. Laundry facilities ...
Opens in a new windowLulu's Key House Leatherback 2/2 Downstairs
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