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

479 properties available

Top Reasons To Book This Suite:* Heated Pool – Perfect for Relaxing After a Day at the Beach* Beachfront Access – Steps from Beautiful Treasure Island Beach* Resort Amenities – Shuffleboard, Cornhole, Grills, and Recreation Room* Ground Floor Suite - No Stairs Required* Professionally ManagedWelcome to Tropic Terrace Suite #18, a comfortable studio

Special

Stay Longer on the Beach & Save 5%

Book your long-term Florida beach getaway now and take advantage of 5% savings on stays of 28+ nights. Use STAYLONGER5 on travel between October 1, 2026 and January 31, 2027 at select condos and homes.

*Offer is valid on new online bookings when you book by January 1, 2027, for stays of 28 nights or more with travel between October 1, 2026 and January 31, 2027. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

*Offer is valid on new online bookings when you book by October 31, 2026, for 4-night minimum stays from now through December 31, 2026. Cannot be combined with other offers. Exclusions and restrictions may apply to select properties.

Tropic Terrace Suite 18

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 #47:* Close to Beach Access!* Private Balcony* Beautifully Landscaped Grounds* Onsite Heated Pool and Shuffleboard* Fishing Dock on Intracoastal Waterway*

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Sea Club #47 - Sea Haven

*** POOL UPDATE: The pool is temporarily closed while necessary repairs are being completed. A reopening date has not yet been confirmed, and this notice will be updated as soon as the pool becomes available again. Thank you for your understanding. ***Top Reasons To Book This Condo:* Prime Location Directly across from John’s Pass Village and Boar

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Madeira Norte 406 - Premier

Top Reasons To Book This Condo: * Close to Fort De Soto Park and its Beautiful Beaches, Trails and Outdoor Activities* Heated Community Pool and Hot Tub* Resort Amenities including Fitness Center, Tennis Courts, Clubhouse and Private Beach Area within the Community.* Tropical Views from your Private Balcony Overlooking a Community Pond* Profe

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

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:* Large Private Balcony with Waterfront Views* Fully Equipped Kitchen with Granite Counter Tops* Washer and Dryer in the Condo* Year Round Heated Waterfront Pool an

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Palms Of Treasure Island #210

*** NOTICE OF ROOF WORK - BUILDING 4. ESTIMATED COMPLETION TIME IS CURRENTLY END OF SEPTEMBER, 2026 - NOT EXACT AND DATES MAY VARY. *** 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 : • Completely remodeled 2

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Land's End 4-204 Bay Front - Premier

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 Fabulous Condo: * 3 Blocks from Easy Public Beach Access* Private Balcony with Intracoastal Views* 2 Free waterpark entries per day to Splash Harbour Water Pa

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Harbourside 7716- Splash On The Rocks

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:* 173 Yards to the Gulfport Beach Recreation Area* 5 Miles to St. Pete Beach* Pet Friendly up to 20lbs. (Additional Cost Applies) * On-Site Parking and Laundry Faci

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

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

Top Reasons To Book This Condo:* Easy Beach Access - Across the Street from Beach - Just a Quick 2-Minute Walk (about 0.1 mile)* Heated Pool, Gas Grills and Elevator for Guest Use* Beautifully Updated and Well-Maintained 2-bedroom, 2-bathroom Condo with Private Balcony* Central Location on Madeira Beach - Restaurants Nearby! * Professionally

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

**NOTICE: Guests may experience some extended wait times for the elevator. One of the two elevators is currently operational and that they are actively working on getting the second elevator back in service. Thank you for your patience during this period. **Stay more, SAVE more! We offer lower nightly rates on extended stays from Sept-Mar. No cou

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

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 Land's End Unit: * Awesome Bay Views from Private Balcony* Gated Community Loaded with Amenities* Beachfront Community with Direct Beach Access on Grounds*

Special

Stay Longer on the Beach & Save 5%

🌴 Save Up to 10% on Your Florida Getaway 🌴

Save up to 10% on qualifying stays of 4 nights or more at Resort Rentals when you book by October 31, 2026. Travel now–December 31, 2026, and use code ENDOFYEAR10 at checkout.

Plan the beach getaway, family vacation, or end-of-year retreat you’ve been waiting for.

Land's End 3-403 Bay Front - Premier

Tell us what you're looking for and someone will contact you with available options.

First Name

Last Name

Phone Number

Email Address

Arrival Date

Departure Date

Comments

I agree Sign me up! I agree to receive information about promotional offers via phone, email, or SMS. You can unsubscribe at any time. Message and data rates may apply. Message frequency varies. Reply HELP for help or STOP to cancel. View our Privacy Policy.