Resort Rentals

We invite you to take a tour of our properties to find the perfect Florida vacation rental for your Florida beach vacation. You can check our rates and policies conveniently online. Our dedicated team of professionals is just a click away to assist you in planning your Florida family beach vacation and to provide the support you need to enjoy our tropical islands in one of our comfortable vacation rentals.


Please note that during certain months such as: February, March, June, July, and August, availability may be limited to Saturday-Saturday stays. For the best search results, please select "Flex Dates" in your search to see all possible options for your stay


Properties Available 422 properties available
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleybal
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 7-306 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 4.8 (47 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book Sea Club #404:* Close to Beach Access* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway*
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Sea Club #404 - Sunrise Vista
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 5 (6 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleybal
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 5-403 Gulf-Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (49 Reviews)
Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleyball, Tennis and Pickleball Courts. • Located on the peninsula, this community offers the best of both worlds- easy access to the Bay and Beach. This fantastic south co
Land's End 9-201 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (43 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book this Beautiful Condo: • Short proximity to the onsite heated pool • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuf
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 5-204 Gulf-Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.8 (17 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book: •Walking distance to a wide variety of local restaurants and entertainment. •Located just a block from the easy beach access. •Includes access to a shared dock on
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Amadeus 3
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 5 guests
Rating 4.9 (44 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico.• Shared covered lounge chairs and access to the heated swimming pool during your visi
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Villa Madeira 307 - Premier
Condo
Bedrooms 3 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (47 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book this Bay Front Condo: * Short Walk to the On-site Heated Pool* Spacious Balcony with Great Water Views* Gorgeous Interior and Decor* Fabulous Amenities including tw
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 1-208 Bay Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 4 guests
Rating 5 (26 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to Book: • Spacious screened balcony featuring breathtaking views of the Gulf of Mexico. • Shared covered lounge chairs and access to the heated saltwater swimming pool du
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Villa Madeira 506 - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (42 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. Top Reasons to book : • Short proximity to the onsite heated pool. • All the fabulous amenities including two Hot Tubs, Charcoal BBQ Grills, Community Gazebos, Shuffleboard, Volleybal
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Land's End 7-402 Beach Front - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 4.9 (48 Reviews)
Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No coupon code needed! Just enter your dates, at least 14 nights, for pricing. **ELEVATORS OUT OF SERVICE** Please note that the elevators are currently out of service and not operating. At this time, we do not have a guaranteed timeline for these repairs to be
Specials Tag Special
Sun, Sand & 10% Off Summer Stays


Soak up more summer and save on your next beach escape with our SUMMERSTAY2026 offer!


Enjoy 10% off 5+ night getaways between May 7 and August 30, 2026 when you book by May 31, 2026 using code SUMMERSTAY2026 at checkout. It’s the perfect opportunity to slow down, stay longer, and make the most of sunny days, warm nights, and time by the water.


**Offer is valid on new online bookings when you book by May 31, 2026, to receive 10% off for 5+ night stays from May 7, 2026 to August 30, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Westwinds 213
Condo
Bedrooms 1 bedrooms
Bathrooms 1 Full
Guests 4 guests
Rating 4.8 (59 Reviews)
Top Reasons to Book Trillium 3A: * Beachfront Condo with Amazing Views of Madeira Beach* Beautifully Updated Throughout - Stunning Condo!* Heated Pool and Pool Deck with Lounge Chairs* Smaller, Quaint Beachfront Building with Only 15 Units Total* Perfectly Situated on Madeira Beach - Close to John's Pass Village and Boardwalk* Professionally
Trillium 3A - Premier
Condo
Bedrooms 2 bedrooms
Bathrooms 2 Full
Guests 6 guests
Rating 5 (57 Reviews)

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